Condensed cyclic compound and organic light-emitting device comprising the same

ABSTRACT

A condensed cyclic compound represented by Formula 1: 
     
       
         
         
             
             
         
       
     
     Also disclosed is an organic light-emitting device including a first electrode; a second electrode; and an organic layer between the first electrode and the second electrode, the organic layer including an emission layer and the condensed cyclic compound of Formula 1. An organic light-emitting device including the condensed cyclic compound of Formula 1 may have low driving voltage, high efficiency, a high luminance, and long lifetime.

CROSS-REFERENCE TO RELATED APPLICATION

This application claims priority to and the benefit of Korean PatentApplication No. 10-2014-0029762, filed on Mar. 13, 2014, in the KoreanIntellectual Property Office, the disclosure of which is incorporatedherein in its entirety by reference.

BACKGROUND

1. Field

One or more aspects of embodiments of the present disclosure relate to acondensed cyclic compound and an organic light-emitting device includingthe same.

2. Description of the Related Art

Organic light-emitting devices (OLEDs) are self-emitting devices thatcan provide multicolored images. Advantages of OLEDs include wideviewing angles, excellent contrast, quick response, high brightness, andexcellent driving voltage characteristics.

An organic light-emitting device may have a structure in which a firstelectrode, a hole transport region, an emission layer, an electrontransport region, and a second electrode are sequentially stacked on asubstrate. Holes injected from the first electrode move to the emissionlayer via the hole transport region, while electrons injected from thesecond electrode move to the emission layer via the electron transportregion. Holes and electrons recombine in the emission layer to generateexcitons. When the excitons drop from an excited state to a groundstate, light is emitted.

SUMMARY

Aspects of one or more embodiments of the present disclosure aredirected toward a novel condensed cyclic compound and an organiclight-emitting device including the same.

Additional aspects will be set forth in part in the description whichfollows and, in part, will be apparent from the description, or may belearned by practice of the presented embodiments.

According to one or more embodiments of the present disclosure, there isprovided a condensed cyclic compound represented by Formula 1:

In Formula 1,

R₁ to R₇, and R₁₂ to R₁₅ are each independently selected from ahydrogen, a deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyanogroup, a nitro group, an amino group, an amidino group, a hydrazine, ahydrazone, a carboxylic acid group or a salt thereof, a sulfonic acidgroup or a salt thereof, a phoshoric acid group or a salt thereof, aC₁-C₆₀ alkyl group, and/or a C₁-C₆₀ alkoxy group,

a C₁-C₆₀ alkyl group and/or a C₁-C₆₀ alkoxy group, each substituted withat least one selected from a deuterium, —F, —Cl, —Br, —I, a hydroxylgroup, a cyano group, a nitro group, an amino group, an amidino group, ahydrazine, a hydrazone, a carboxylic acid group or a salt thereof, asulfonic acid group or a salt thereof, and a phoshoric acid group or asalt thereof,

a phenyl group and/or a naphthyl group,

a phenyl and/or a naphthyl group, each substituted with at least oneselected from a deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyanogroup, a nitro group, an amino group, an amidino group, a hydrazine, ahydrazone, a carboxylic acid group or a salt thereof, a sulfonic acidgroup or a salt thereof, a phoshoric acid group or a salt thereof, aC₁-C₆₀ alkyl group, a C₁-C₆₀ alkoxy group, a phenyl group, and anaphthyl group, and

—Si(Q₁)(Q₂)(Q₃), wherein Q₁ to Q₃ are each independently selected from aC₁-C₆₀ alkyl group and/or a C₁-C₆₀ alkyl group substituted with at leastone selected from a deuterium, —F, —Cl, —Br, —I, a hydroxyl group, acyano group, a nitro group, an amino group, an amidino group, ahydrazine group, a hydrazone group, a carboxylic acid group or a saltthereof, a sulfonic acid group or a salt thereof, and a phosphoric acidgroup or a salt thereof;

at least one of R₁ to R₇ is selected from a C₁-C₆₀ alkyl group,

a C₁-C₆₀ alkyl group substituted with at least one selected from adeuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amino group, an amidino group, a hydrazine, a hydrazone, acarboxylic acid group or a salt thereof, a sulfonic acid group or a saltthereof, and a phoshoric acid group or a salt thereof, and/or

—Si(Q₁)(Q₂)(Q₃);

L₁ is selected from a substituted or unsubstituted C₃-C₁₀ cycloalkylenegroup, a substituted or unsubstituted C₂-C₁₀ heterocycloalkylene group,a substituted or unsubstituted C₃-C₁₀ cycloalkenylene group, asubstituted or unsubstituted C₂-C₁₀ heterocycloalkenylene group, asubstituted or unsubstituted C₆-C₆₀ arylene group, a substituted orunsubstituted C₂-C₆₀ heteroarylene group, a substituted or unsubstituteddivalent non-aromatic condensed polycyclic group, and/or a substitutedor unsubstituted divalent non-aromatic condensed heteropolycyclic group;

a1 is an integer selected from 0, 1, 2, and 3;

R₁₁ is selected from a substituted or unsubstituted C₁-C₆₀ alkyl group,a substituted or unsubstituted C₃-C₁₀ cycloalkyl group, a substituted orunsubstituted C₂-C₁₀ heterocycloalkyl group, a substituted orunsubstituted C₂-C₁₀ cycloalkenyl group, a substituted or unsubstitutedC₂-C₁₀ heterocycloalkenyl group, a substituted or unsubstituted C₆-C₆₀aryl group, a substituted or unsubstituted C₂-C₆₀ heteroaryl group, asubstituted or unsubstituted monovalent non-aromatic condensedpolycyclic group, and/or a substituted or unsubstituted monovalentnon-aromatic condensed heteropolycyclic group; and

Ar₁ and Ar₂ are each independently selected from a substituted orunsubstituted C₃-C₁₀ cycloalkyl group, a substituted or unsubstitutedC₂-C₁₀ heterocycloalkyl group, a substituted or unsubstituted C₃-C₁₀cycloalkenyl group, a substituted or unsubstituted C₂-C₁₀heterocycloalkenyl group, a substituted or unsubstituted C₆-C₆₀ arylgroup, a substituted or unsubstituted C₂-C₆₀ heteroaryl group, asubstituted or unsubstituted monovalent non-aromatic condensedpolycyclic group, and/or a substituted or unsubstituted monovalentnon-aromatic condensed heteropolycyclic group,

wherein at least one substituent of the substituted C₃-C₁₀ cycloalkylenegroup, the substituted C₂-C₁₀ heterocycloalkylene group, the substitutedC₃-C₁₀ cycloalkenylene group, the substituted C₂-C₁₀heterocycloalkenylene group, the substituted C₆-C₆₀ arylene group, thesubstituted C₂-C₆₀ heteroarylene group, the substituted divalentnon-aromatic condensed polycyclic group, the substituted divalentnon-aromatic condensed heteropolycyclic group, the substituted C₁-C₆₀alkyl group, the substituted C₃-C₁₀ cycloalkyl group, the substitutedC₂-C₁₀ heterocycloalkyl group, the substituted C₃-C₁₀ cycloalkenylgroup, the substituted C₂-C₁₀ heterocycloalkenyl group, the substitutedC₆-C₆₀ aryl group, the substituted C₂-C₆₀ heteroaryl group, thesubstituted monovalent non-aromatic condensed polycyclic group, and thesubstituted monovalent non-aromatic condensed heteropolycyclic group isselected from

a deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amino group, an amidino group, a hydrazine group, a hydrazonegroup, a carboxylic acid group or a salt thereof, a sulfonic acid groupor a salt thereof, a phosphoric acid group or a salt thereof, a C₁-C₆₀alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group, and aC₁-C₆₀ alkoxy group,

a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group,and a C₁-C₆₀ alkoxy group, each substituted with at least one selectedfrom a deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, anitro group, an amino group, an amidino group, a hydrazine group, ahydrazone group, a carboxylic acid group or a salt thereof, a sulfonicacid group or a salt thereof, a phosphoric acid group or a salt thereof,a C₃-C₁₀ cycloalkyl group, a C₂-C₁₀ heterocycloalkyl group, a C₃-C₁₀cycloalkenyl group, a C₂-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ arylgroup, a C₆-C₆₀ aryloxy group, a C₆-C₆₀ arylthio group, a C₂-C₆₀heteroaryl group, a monovalent non-aromatic condensed polycyclic group,a monovalent non-aromatic condensed heteropolycyclic group,—N(Q₁₁)(Q₁₂), —Si(Q₁₃)(Q₁₄)(Q₁₅), and —B(Q₁₆)(Q₁₇), a C₃-C₁₀ cycloalkylgroup, a C₂-C₁₀ heterocycloalkyl group, a C₃-C₁₀ cycloalkenyl group, aC₂-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₆-C₆₀ aryloxygroup, a C₆-C₈₀ arylthio group, a C₂-C₆₀ heteroaryl group, a monovalentnon-aromatic condensed polycyclic group, and a monovalent non-aromaticcondensed heteropolycyclic group,

a C₃-C₁₀ cycloalkyl group, a C₂-C₁₀ heterocycloalkyl group, a C₃-C₁₀cycloalkenyl group, a C₂-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ arylgroup, a C₆-C₆₀ aryloxy group, a C₆-C₆₀ arylthio group, a C₂-C₆₀heteroaryl group, a monovalent non-aromatic condensed polycyclic group,and a monovalent non-aromatic condensed heteropolycyclic group, eachsubstituted with at least one selected from a deuterium, —F, —Cl, —Br,—I, a hydroxyl group, a cyano group, a nitro group, an amino group, anamidino group, a hydrazine group, a hydrazone group, a carboxylic acidgroup or a salt thereof, a sulfonic acid group or a salt thereof, aphosphoric acid group or a salt thereof, a C₁-C₆₀ alkyl group, a C₂-C₆₀alkenyl group, a C₂-C₆₀ alkynyl group, a C₁-C₆₀ alkoxy group, a C₃-C₁₀cycloalkyl group, a C₂-C₁₀ heterocycloalkyl group, a C₃-C₁₀ cycloalkenylgroup, a C₂-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₆-C₆₀aryloxy group, a C₆-C₆₀ arylthio group, a C₂-C₆₀ heteroaryl group, amonovalent non-aromatic condensed polycyclic group, a monovalentnon-aromatic condensed heteropolycyclic group, —N(Q₂₁)(Q₂₂),—Si(Q₂₃)(Q₂₄)(Q₂₅), and —B(Q₂₆)(Q₂₇), and

—N(Q₃₁)(Q₃₂), —Si(Q₃₃)(Q₃₄)(Q₃₅), and —B(Q₃₆)(Q₃₇),

wherein Q₁₁ to Q₁₇, Q₂₁ to Q₂₇, and Q₃₁ to Q₃₇ are each independently ahydrogen, a deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyanogroup, a nitro group, an amino group, an amidino group, a hydrazinegroup, a hydrazone group, a carboxylic acid group or a salt thereof, asulfonic acid group or a salt thereof, a phosphoric acid group or a saltthereof, a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynylgroup, a C₁-C₆₀ alkoxy group, a C₃-C₁₀ cycloalkyl group, a C₂-C₁₀heterocycloalkyl group, a C₃-C₁₀ cycloalkenyl group, a C₂-C₁₀heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₂-C₆₀ heteroarylgroup, a monovalent non-aromatic condensed polycyclic group, and/or amonovalent non-aromatic condensed heteropolycyclic group.

According to one or more embodiments of the present disclosure, anorganic light-emitting device includes: a first electrode; a secondelectrode; and an organic layer between the first electrode and thesecond electrode, the organic layer including an emission layer and theabove-described condensed cyclic compound of Formula 1.

BRIEF DESCRIPTION OF THE DRAWINGS

These and/or other aspects will become apparent and more readilyappreciated from the following description of embodiments, taken inconjunction with the accompanying drawings in which:

The drawing is a schematic view of a structure of an organiclight-emitting device according to an embodiment of the presentdisclosure.

DETAILED DESCRIPTION

Reference will now be made in detail to embodiments, examples of whichare illustrated in the accompanying drawings, wherein like referencenumerals refer to the like elements throughout. In this regard, thepresent embodiments may have different forms and should not be construedas being limited to the descriptions set forth herein. Accordingly, theembodiments are merely described below, by referring to the figures, toexplain aspects of the present description. As used herein, the term“and/or” includes any and all combinations of one or more of theassociated listed items. Expressions such as “at least one selectedfrom” when preceding a list of elements, modify the entire list ofelements and do not modify the individual elements of the list. Further,the use of “may” when describing embodiments of the present inventionrefers to “one or more embodiments of the present invention.”

According to an embodiment of the present disclosure, there is provideda condensed cyclic compound represented by Formula 1:

In Formula 1,

R₁ to R₇, and R₁₂ to R₁₅ may be each independently selected from

a hydrogen, a deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyanogroup, a nitro group, an amino group, an amidino group, a hydrazine, ahydrazone, a carboxylic acid group or a salt thereof, a sulfonic acidgroup or a salt thereof, a phoshoric acid group or a salt thereof, aC₁-C₆₀ alkyl group, and/or a C₁-C₆₀ alkoxy group,

a C₁-C₆₀ alkyl group and/or a C₁-C₆₀ alkoxy group, each substituted withat least one selected from a deuterium, —F, —Cl, —Br, —I, a hydroxylgroup, a cyano group, a nitro group, an amino group, an amidino group, ahydrazine, a hydrazone, a carboxylic acid group or a salt thereof, asulfonic acid group or a salt thereof, and a phoshoric acid group or asalt thereof,

a phenyl group and/or a naphthyl group,

a phenyl and/or a naphthyl group, each substituted with at least oneselected from a deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyanogroup, a nitro group, an amino group, an amidino group, a hydrazine, ahydrazone, a carboxylic acid group or a salt thereof, a sulfonic acidgroup or a salt thereof, a phoshoric acid group or a salt thereof, aC₁-C₆₀ alkyl group, a C₁-C₆₀ alkoxy group, a phenyl group, and anaphthyl group, and/or

—Si(Q₁)(Q₂)(Q₃), wherein Q₁ to Q₃ are each independently selected from aC₁-C₆₀ alkyl group and/or a C₁-C₆₀ alkyl group substituted with at leastone selected from a deuterium, —F, —Cl, —Br, —I, a hydroxyl group, acyano group, a nitro group, an amino group, an amidino group, ahydrazine group, a hydrazone group, a carboxylic acid group or a saltthereof, a sulfonic acid group or a salt thereof, and a phosphoric acidgroup or a salt thereof; and

at least one of R₁ to R₇ may be selected from

a C₁-C₆₀ alkyl group,

a C₁-C₆₀ alkyl group substituted with at least one selected from adeuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amino group, an amidino group, a hydrazine, a hydrazone, acarboxylic acid group or a salt thereof, a sulfonic acid group or a saltthereof, and a phoshoric acid group or a salt thereof, and/or

—Si(Q₁)(Q₂)(Q₃).

In some embodiments, R₁ to R₇, and R₁₂ to R₁₅ may be each independentlyselected from

a hydrogen, a deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyanogroup, a nitro group, an amino group, an amidino group, a hydrazine, ahydrazone, a carboxylic acid group or a salt thereof, a sulfonic acidgroup or a salt thereof, a phoshoric acid group or a salt thereof, aC₁-C₂₀ alkyl group, and/or a C₁-C₂₀ alkoxy group,

a C₁-C₂₀ alkyl group and/or a C₁-C₂₀ alkoxy group, each substituted withat least one selected from a deuterium, —F, —Cl, —Br, —I, a hydroxylgroup, a cyano group, a nitro group, an amino group, an amidino group, ahydrazine group, a hydrazone group, a carboxylic acid group or a saltthereof, a sulfonic acid group or a salt thereof, and a phosphoric acidgroup or a salt thereof, and/or

—Si(Q₁)(Q₂)(Q₃), wherein Q₁ to Q₃ are each independently selected from aC₁-C₂₀ alkyl group and/or a C₁-C₂₀ alkyl group substituted with at leastone selected from a deuterium, —F, —Cl, —Br, —I, a hydroxyl group, acyano group, a nitro group, an amino group, an amidino group, ahydrazine group, a hydrazone group, a carboxylic acid group or a saltthereof, a sulfonic acid group or a salt thereof, and a phosphoric acidgroup or a salt thereof; and

at least one of R₁ to R₇ may be selected from

a C₁-C₂₀ alkyl group,

a C₁-C₂₀ alkyl group substituted with at least one selected from adeuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amino group, an amidino group, a hydrazine, a hydrazone, acarboxylic acid group or a salt thereof, a sulfonic acid group or a saltthereof, and a phoshoric acid group or a salt thereof, and/or

—Si(Q₁)(Q₂)(Q₃).

In some other embodiments, any two of R₁ to R₇ may be each independentlyselected from

a C₁-C₆₀ alkyl group,

a C₁-C₆₀ alkyl group substituted with at least one selected from adeuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amino group, an amidino group, a hydrazine, a hydrazone, acarboxylic acid group or a salt thereof, a sulfonic acid group or a saltthereof, and a phoshoric acid group or a salt thereof, and/or

—Si(Q₁)(Q₂)(Q₃), wherein Q₁ to Q₃ are as defined above.

In some embodiments, at least one of R₁ to R₅ may be selected from

a C₁-C₂₀ alkyl group,

a C₁-C₂₀ alkyl group substituted with at least one selected from adeuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amino group, an amidino group, a hydrazine, a hydrazone, acarboxylic acid group or a salt thereof, a sulfonic acid group or a saltthereof, and a phoshoric acid group or a salt thereof, and/or

—Si(Q₁)(Q₂)(Q₃), wherein Q₁ to Q₃ are each independently selected from aC₁-C₂₀ alkyl group and/or a C₁-C₂₀ alkyl group substituted with at leastone selected from a deuterium, —F, —Cl, —Br, —I, a hydroxyl group, acyano group, a nitro group, an amino group, an amidino group, ahydrazine group, a hydrazone group, a carboxylic acid group or a saltthereof, a sulfonic acid group or a salt thereof, and a phosphoric acidgroup or a salt thereof. However, embodiments of the present disclosureare not limited thereto.

In Formula 1, L₁ may be selected from a substituted or unsubstitutedC₃-C₁₀ cycloalkylene group, a substituted or unsubstituted C₂-C₁₀heterocycloalkylene group, a substituted or unsubstituted C₃-C₁₀cycloalkenylene group, a substituted or unsubstituted C₂-C₁₀heterocycloalkenylene group, a substituted or unsubstituted C₆-C₆₀arylene group, a substituted or unsubstituted C₁-C₆₀ heteroarylenegroup, a substituted or unsubstituted divalent non-aromatic condensedpolycyclic group, and/or a substituted or unsubstituted divalentnon-aromatic condensed heteropolycyclic group.

In some embodiments, L₁ may be selected from

a phenylene group, a pentalenylene group, an indenylene group, anaphthylene group, an azulenylene group, a heptalenylene group, anindacenylene group, an acenaphthylene group, a fluorenylene group, aspiro-fluorenylene group, a benzofluorenylene group, adibenzofluorenylene group, a phenalenylene group, a phenanthrenylenegroup, an anthracenylene group, a fluoranthenylene group, atriphenylenylene group, a pyrenylene group, a chrysenylene group, anaphthacenylene group, a picenylene group, a perylenylene group, apentaphenylene group, a hexacenylene group, a pentacenylene group, arubicenylene group, a coronenylene group, an ovalenylene group, apyrrolylene group, a thiophenylene group, a furanylene group, animidazolylene group, a pyrazolylene group, a thiazolylene group, anisothiazolylene group, an oxazolylene group, an isoxazolylene group, apyridinylene group, a pyrazinylene group, a pyrimidinylene group, apyridazinylene group, an isoindolylene group, an indolylene group, anindazolylene group, a purinylene group, a quinolinylene group, anisoquinolinylene group, a benzoquinolinylene group, a phthalazinylenegroup, a naphthyridinylene group, a quinoxalinylene group, aquinazolinylene group, a cinnolinylene group, a carbazolylene group, aphenanthridinylene group, an acridinylene group, a phenanthrolinylenegroup, a phenazinylene group, a benzoimidazolylene group, abenzofuranylene group, a benzothiophenylene group, anisobenzothiazolylene group, a benzoxazolylene group, anisobenzoxazolylene group, a triazolylene group, a tetrazolylene group,an oxadiazolylene group, a triazinylene group, a dibenzofuranylenegroup, a dibenzothiophenylene group, a benzocarbazolylene group, adibenzocarbazolylene group, a thiadiazolyene group, animidazopyridinylene group, and/or an imidazopyrimidinylene group; and/or

a phenylene group, a pentalenylene group, an indenylene group, anaphthylene group, an azulenylene group, a heptalenylene group, anindacenylene group, an acenaphthylene group, a fluorenylene group, aspiro-fluorenylene group, a benzofluorenylene group, adibenzofluorenylene group, a phenalenylene group, a phenanthrenylenegroup, an anthracenylene group, a fluoranthenylene group, atriphenylenylene group, a pyrenylene group, a chrysenylene group, anaphthacenylene group, a picenylene group, a perylenylene group, apentaphenylene group, a hexacenylene group, a pentacenylene group, arubicenylene group, a coronenylene group, an ovalenylene group, apyrrolylene group, a thiophenylene group, a furanylene group, animidazolylene group, a pyrazolylene group, a thiazolylene group, anisothiazolylene group, an oxazolylene group, an isoxazolylene group, apyridinylene group, a pyrazinylene group, a pyrimidinylene group, apyridazinylene group, an isoindolylene group, an indolylene group, anindazolylene group, a purinylene group, a quinolinylene group, anisoquinolinylene group, a benzoquinolinylene group, a phthalazinylenegroup, a naphthyridinylene group, a quinoxalinylene group, aquinazolinylene group, a cinnolinylene group, a carbazolylene group, aphenanthridinylene group, an acridinylene group, a phenanthrolinylenegroup, a phenazinylene group, a benzoimidazolylene group, abenzofuranylene group, a benzothiophenylene group, anisobenzothiazolylene group, a benzoxazolylene group, anisobenzoxazolylene group, a triazolylene group, a tetrazolylene group,an oxadiazolylene group, a triazinylene group, a dibenzofuranylenegroup, a dibenzothiophenylene group, a benzocarbazolylene group, adibenzocarbazolylene group, a thiadiazolyene group, animidazopyridinylene group, and/or an imidazopyrimidinylene group, eachsubstituted with at least one selected from a deuterium, —F, —Cl, —Br,—I, a hydroxyl group, a cyano group, a nitro group, an amino group, anamidino group, a hydrazine group, a hydrazone group, a carboxylic acidgroup or a salt thereof, a sulfonic acid group or a salt thereof, aphosphoric acid group or a salt thereof, a C₁-C₂₀ alkyl group, a C₁-C₂₀alkoxy group, a cyclopentyl group, a cyclohexyl group, a cycloheptylgroup, a cyclopentenyl group, a cyclohexenyl group, a phenyl group, apentalenyl group, an indenyl group, a naphthyl group, an azulenyl group,a heptalenyl group, an indacenyl group, an acenaphthyl group, afluorenyl group, a spiro-fluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenalenyl group, a phenanthrenyl group, ananthracenyl group, a fluoranthenyl group, a triphenylenyl group, apyrenyl group, a chrysenyl group, a naphthacenyl group, a pycenyl group,a perylenyl group, a pentaphenyl group, a hexacenyl group, a pentacenylgroup, a rubicenyl group, a coronenyl group, an ovalenyl group, apyrrolyl group, a thiophenyl group, a furanyl group, an imidazolylgroup, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, anoxazolyl group, an isoxazolyl group, a pyridinyl group, a pyrazinylgroup, a pyrimidinyl group, a pyridazinyl group, an isoindolyl group, anindolyl group, an indazolyl group, a purinyl group, a quinolinyl group,an isoquinolinyl group, a benzoquinolinyl group, a phthalazinyl group, anaphthyridinyl group, a quinoxalinyl group, a quinazolinyl group, acinnolinyl group, a carbazolyl group, a phenanthridinyl group, anacridinyl group, a phenanthrolinyl group, a phenazinyl group, abenzoimidazolyl group, a benzofuranyl group, a benzothiophenyl group, anisobenzothiazolyl group, a benzoxazolyl group, an isobenzoxazolyl group,a triazolyl group, a tetrazolyl group, an oxadiazolyl group, a triazinylgroup, a dibenzofuranyl group, a dibenzothiophenyl group, abenzocarbazolyl group, a dibenzocarbazolyl group, a thiadiazolyl group,an imidazopyridinyl group, and an imidazopyrimidinyl group.

In some other embodiments, L₁ may be represented by one of Formulae 3-1to 3-32, but is not limited thereto:

In Formulae 3-1 to 3-32,

Y₁ may be O, S, C(Z₃)(Z₄), N(Z₅), or Si(Z₆)(Z₇);

Z₁ to Z₇ may be each independently be selected from a hydrogen, adeuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amino group, an amidino group, a hydrazine group, a hydrazonegroup, a carboxylic acid group or a salt thereof, a sulfonic acid groupor a salt thereof, a phosphoric acid group or a salt thereof, a C₁-C₂₀alkyl group, a C₁-C₂₀ alkoxy group, a phenyl group, a naphthyl group, afluorenyl group, a spiro-fluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, apyrenyl group, a chrysenyl group, a pyridinyl group, a pyrazinyl group,a pyrimidinyl group, a pyridazinyl group, a quinolinyl group, anisoquinolinyl group, a quinoxalinyl group, a quinazolinyl group, acarbazolyl group, and/or a triazinyl group;

d1 may be an integer selected from 1 to 4; d2 may be an integer selectedfrom 1 to 3; d3 may be an integer selected from 1 to 6; d4 may be aninteger selected from 1 to 8; d5 may be 1 or 2; d6 may be an integerselected from 1 to 5; and

* and *′ may be binding sites with adjacent atoms.

In some other embodiments, L₁ may be represented by one of Formulae 4-1to 4-23, but is not limited thereto:

In Formulae 4-1 and 4-23, * and *′ may be binding sites with adjacentatoms.

In Formula 1, a1, which indicates the number of L₁s, may be an integerselected from 0 to 3. For example, a1 may be 0 or 1. When a1 is 0,-(L₁)_(a1)- may represent a single bond. When a1 is 2 or greater, a1number of L₁s may be identical to or different from each other.

In Formula 1, R₁₁ may be selected from a substituted or unsubstitutedC₁-C₆₀ alkyl group, a substituted or unsubstituted C₃-C₁₀ cycloalkylgroup, a substituted or unsubstituted C₂-C₁₀ heterocycloalkyl group, asubstituted or unsubstituted C₂-C₁₀ cycloalkenyl group, a substituted orunsubstituted C₂-C₁₀ heterocycloalkenyl group, a substituted orunsubstituted C₆-C₆₀ aryl group, a substituted or unsubstituted C₁-C₆₀heteroaryl group, a substituted or unsubstituted monovalent non-aromaticcondensed polycyclic group, and/or a substituted or unsubstitutedmonovalent non-aromatic condensed heteropolycyclic group; and

Ar₁ and Ar₂ may be each independently selected from a substituted orunsubstituted C₃-C₁₀ cycloalkyl group, a substituted or unsubstitutedC₂-C₁₀ heterocycloalkyl group, a substituted or unsubstituted C₃-C₁₀cycloalkenyl group, a substituted or unsubstituted C₂-C₁₀heterocycloalkenyl group, a substituted or unsubstituted C₆-C₆₀ arylgroup, a substituted or unsubstituted C₁-C₆₀ heteroaryl group, asubstituted or unsubstituted monovalent non-aromatic condensedpolycyclic group, and/or a substituted or unsubstituted monovalentnon-aromatic condensed heteropolycyclic group.

For example, in Formula 1, R₁₁ may be selected from a substituted orunsubstituted C₁-C₂₀ alkyl group, a substituted or unsubstituted C₆-C₂₀aryl group, a substituted or unsubstituted C₂-C₂₀ heteroaryl group, asubstituted or unsubstituted monovalent non-aromatic condensedpolycyclic group, and/or a substituted or unsubstituted monovalentnon-aromatic condensed heteropolycyclic group; and Ar₁ and Ar₂ may beeach independently selected from a substituted or unsubstituted C₅-C₂₀aryl group, a substituted or unsubstituted C₂-C₂₀ heteroaryl group, asubstituted or unsubstituted monovalent non-aromatic condensedpolycyclic group, and/or a substituted or unsubstituted monovalentnon-aromatic condensed heteropolycyclic group. However, embodiments ofthe present disclosure are not limited thereto

In some embodiments, R₁₁, Ar₁ and Ar₂ in Formula 1 may be eachindependently selected from

a phenyl group, a pentalenyl group, an indenyl group, a naphthyl group,an azulenyl group, a heptalenyl group, an indacenyl group, anacenaphthyl group, a fluorenyl group, a spiro-fluorenyl group, abenzofluorenyl group, a dibenzofluorenyl group, a phenalenyl group, aphenanthrenyl group, an anthracenyl group, a fluoranthenyl group, atriphenylenyl group, a pyrenyl group, a chrysenyl group, a naphthacenylgroup, a picenyl group, a perylenyl group, a pentaphenyl group, ahexacenyl group, a pentacenyl group, a rubicenyl group, a coronenylgroup, an ovalenyl group, a pyrrolyl group, a thiophenyl group, afuranyl group, an imidazolyl group, a pyrazolyl group, a thiazolylgroup, an isothiazolyl group, an oxazolyl group, an isoxazolyl group, apyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinylgroup, an isoindolyl group, an indolyl group, an indazolyl group, apurinyl group, a quinolinyl group, an isoquinolinyl group, abenzoquinolinyl group, a phthalazinyl group, a naphthyridinyl group, aquinoxalinyl group, a quinazolinyl group, a cinnolinyl group, acarbazolyl group, a phenanthridinyl group, an acridinyl group, aphenanthrolinyl group, a phenazinyl group, a benzoimidazolyl group, abenzofuranyl group, a benzothiophenyl group, an isobenzothiazolyl group,a benzoxazolyl group, an isobenzoxazolyl group, a triazolyl group, atetrazolyl group, an oxadiazolyl group, a triazinyl group, adibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolylgroup, a dibenzocarbazolyl group, a thiadiazolyl group, animidazopyridinyl group, and/or an imidazopyrimidinyl group, and/or

a phenyl group, a pentalenyl group, an indenyl group, a naphthyl group,an azulenyl group, a heptalenyl group, an indacenyl group, anacenaphthyl group, a fluorenyl group, a spiro-fluorenyl group, abenzofluorenyl group, a dibenzofluorenyl group, a phenalenyl group, aphenanthrenyl group, an anthracenyl group, a fluoranthenyl group, atriphenylenyl group, a pyrenyl group, a chrysenyl group, a naphthacenylgroup, a pycenyl group, a perylenyl group, a pentaphenyl group, ahexacenyl group, a pentacenyl group, a rubicenyl group, a coronenylgroup, an ovalenyl group, a pyrrolyl group, a thiophenyl group, afuranyl group, an imidazolyl group, a pyrazolyl group, a thiazolylgroup, an isothiazolyl group, an oxazolyl group, an isooxazolyl group, apyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinylgroup, an isoindolyl group, an indolyl group, an indazolyl group, apurinyl group, a quinolinyl group, an isoquinolinyl group, abenzoquinolinyl group, a phthalazinyl group, a naphthyridinyl group, aquinoxalinyl group, a quinazolinyl group, a cinnolinyl group, acarbazolyl group, a phenanthridinyl group, an acridinyl group, aphenanthrolinyl group, a phenazinyl group, a benzoimidazolyl group, abenzofuranyl group, a benzothiophenyl group, an isobenzothiazolyl group,a benzoxazolyl group, an isobenzoxazolyl group, a triazolyl group, atetrazolyl group, an oxadiazolyl group, a triazinyl group, adibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolylgroup, a dibenzocarbazolyl group, a thiadiazolyl group, animidazopyridinyl group, and/or an imidazopyrimidinyl group, eachsubstituted with at least one selected from a deuterium, —F, —Cl, —Br,—I, a hydroxyl group, a cyano group, a nitro group, an amino group, anamidino group, a hydrazine group, a hydrazone group, a carboxylic acidgroup or a salt thereof, a sulfonic acid group or a salt thereof, aphosphoric acid group or a salt thereof, a C₁-C₂₀ alkyl group, a C₁-C₂₀alkoxy group, a cyclopentyl group, a cyclohexyl group, a cycloheptyl, acyclopentenyl, a cyclohexenyl group, a phenyl group, a pentalenyl group,an indenyl group, a naphthyl group, an azulenyl group, a heptalenylgroup, an indacenyl group, an acenaphthyl group, a fluorenyl group, aspiro-fluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group,a phenalenyl group, a phenanthrenyl group, an anthracenyl group, afluoranthenyl group, a triphenylenyl group, a pyrenyl group, a chrysenylgroup, a naphthacenyl group, a pycenyl group, a perylenyl group, apentaphenyl group, a hexacenyl group, a pentacenyl group, a rubicenylgroup, a coronenyl group, an ovalenyl group, a pyrrolyl group, athiophenyl group, a furanyl group, an imidazolyl group, a pyrazolylgroup, a thiazolyl group, an isothiazolyl group, an oxazolyl group, anisoxazolyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinylgroup, a pyridazinyl group, an isoindolyl group, an indolyl group, anindazolyl group, a purinyl group, a quinolinyl group, an isoquinolinylgroup, a benzoquinolinyl group, a phthalazinyl group, a naphthyridinylgroup, a quinoxalinyl group, a quinazolinyl group, a cinnolinyl group, acarbazolyl group, a phenanthridinyl group, an acridinyl group, aphenanthrolinyl group, a phenazinyl group, a benzoimidazolyl group, abenzofuranyl group, a benzothiophenyl group, an isobenzothiazolyl group,a benzoxazolyl group, an isobenzoxazolyl group, a triazolyl group, atetrazolyl group, an oxadiazolyl group, a triazinyl group, adibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolylgroup, a dibenzocarbazolyl group, a thiadiazolyl group, animidazopyridinyl group, an imidazopyrimidinyl group, andSi(Q₃₃)(Q₃₄)(Q₃₅),

wherein Q₃₃ to Q₃₅ may be each independently selected from a hydrogen, adeuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amino group, an amidino groups, a hydrazine, a hydrazone, acarboxylic acid group or a salt thereof, a sulfonic acid group or a saltthereof, a phosphoric acid group or a salt thereof, a C₁-C₂₀ alkylgroup, a C₁-C₂₀ alkoxy group, a phenyl group, a naphthyl group, afluorenyl group, a spiro-fluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, apyrenyl group, a chrysenyl group, a pyridinyl group, a pyrazinyl group,a pyrimidinyl group, a pyridazinyl group, a quinolinyl group, anisoquinolinyl group, a quinoxalinyl group, a quinazolinyl group, acarbazolyl group, and/or a triazinyl group.

In some other embodiments, R₁₁, Ar₁, and Ar₂ in Formula 1 may be eachindependently selected from a phenyl group, a naphthyl group, afluorenyl group, a spiro-fluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, apyrenyl group, a chrysenyl group, a pyridinyl group, a pyrazinyl group,a pyrimidinyl group, a pyridazinyl group, a quinolinyl group, anisoquinolinyl group, a quinoxalinyl group, a quinazolinyl group, acarbazolyl group, a triazinyl group, a benzofuranyl group, adibenzothiophenyl group, a benzocarbazolyl group, and/or adibenzocarbazolyl group, and/or

a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenylgroup, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenylgroup, an anthracenyl group, a pyrenyl group, a chrysenyl group, apyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinylgroup, a quinolinyl group, an isoquinolinyl group, a quinoxalinyl group,a quinazolinyl group, a carbazolyl group, a triazinyl group, abenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolyl group,and/or a dibenzocarbazolyl group, each substituted with at least oneselected from a deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyanogroup, a nitro group, an amino group, an amidino group, a hydrazinegroup, a hydrazone group, a carboxylic acid group or a salt thereof, asulfonic acid group or a salt thereof, a phosphoric acid group or a saltthereof, a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, a phenyl group, anaphthyl group, a fluorenyl group, a spiro-fluorenyl group, abenzofluorenyl group, a dibenzofluorenyl group, a phenanthrenyl group,an anthracenyl group, a pyrenyl group, a chrysenyl group, a pyridinylgroup, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, aquinolinyl group, an isoquinolinyl group, a quinoxalinyl group, aquinazolinyl group, a carbazolyl group, a triazinyl group, abenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolyl group,a dibenzocarbazolyl group, and —Si(Q₃₃)(Q₃₄)(Q₃₅),

wherein Q₃₃ to Q₃₅ may be each independently selected from a hydrogen, adeuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amino group, an amidino groups, a hydrazine, a hydrazone, acarboxylic acid group or a salt thereof, a sulfonic acid group or a saltthereof, a phosphoric acid group or a salt thereof, a C₁-C₂₀ alkylgroup, a C₁-C₂₀ alkoxy group, a phenyl group, a naphthyl group, afluorenyl group, a spiro-fluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, apyrenyl group, a chrysenyl group, a pyridinyl group, a pyrazinyl group,a pyrimidinyl group, a pyridazinyl group, a quinolinyl group, anisoquinolinyl group, a quinoxalinyl group, a quinazolinyl group, acarbazolyl group, and/or a triazinyl group.

In some embodiments, R₁₁, Ar₁, and Ar₂ in Formula 1 may be eachindependently selected from groups represented by Formulae 5-1 to 5-14:

In Formulae 5-1 to 5-14,

Y₃₁ may be O, S, C(Z₃₃)(Z₃₄), or N(Z₃₅);

Z₃₁ to Z₃₅ are each independently selected from a hydrogen, a deuterium,—F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, anamino group, an amidino group, a hydrazine, a hydrazone, a carboxylicacid group or a salt thereof, a sulfonic acid group or a salt thereof, aphoshoric acid group or a salt thereof, a C₁-C₂₀ alkyl group, and/or aC₁-C₂₀ alkoxy group,

a C₁-C₂₀ alkyl group and/or a C₁-C₂₀ alkoxy group, each substituted withat least one selected from a deuterium, —F, —Cl, —Br, —I, a hydroxylgroup, a cyano group, a nitro group, an amino group, an amidino group, ahydrazine, a hydrazone, a carboxylic acid group or a salt thereof, asulfonic acid group or a salt thereof, and a phoshoric acid group or asalt thereof,

a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenylgroup, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenylgroup, an anthracenyl group, a pyrenyl group, a chrysenyl group, apyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinylgroup, a quinolinyl group, an isoquinolinyl group, a quinoxalinyl group,a quinazolinyl group, a carbazolyl group, a triazinyl group, abenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolyl group,and/or a dibenzocarbazolyl group,

a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenylgroup, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenylgroup, an anthracenyl group, a pyrenyl group, a chrysenyl group, apyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinylgroup, a quinolinyl group, an isoquinolinyl group, a quinoxalinyl group,a quinazolinyl group, a carbazolyl group, a triazinyl group, abenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolyl group,and/or a dibenzocarbazolyl group, each substituted with at least oneselected from a deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyanogroup, a nitro group, an amino group, an amidino group, a hydrazinegroup, a hydrazone group, a carboxylic group or a salt thereof, asulfonic acid group or a salt thereof, a phosphoric acid group or a saltthereof, a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, a phenyl group,and a naphthyl group, and/or

—Si(Q₃₃)(Q₃₄)(Q₃₅),

wherein Q₃₃ to Q₃₅ may be each independently selected from a hydrogen, adeuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amino group, an amidino groups, a hydrazine, a hydrazone, acarboxylic acid group or a salt thereof, a sulfonic acid group or a saltthereof, a phosphoric acid group or a salt thereof, a C₁-C₂₀ alkylgroup, a C₁-C₂₀ alkoxy group, a phenyl group, a naphthyl group, afluorenyl group, a spiro-fluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, apyrenyl group, a chrysenyl group, a pyridinyl group, a pyrazinyl group,a pyrimidinyl group, a pyridazinyl group, a quinolinyl group, anisoquinolinyl group, a quinoxalinyl group, a quinazolinyl group, acarbazolyl group, and/or a triazinyl group;

e1 may be an integer of 1 to 5; e2 may be an integer of 1 to 7; e3 maybe an integer of 1 to 3; e4 may be an integer of 1 to 4; e5 may be 1 or2; and * may be a binding site with an adjacent atom.

In some other embodiments, R₁₁, Ar₁ and Ar₂ in Formula 1 may be eachindependently selected from groups represented by Formulae 6-1 to 6-22.However, embodiments of the present disclosure are not limited thereto:

In Formulae 6-1 to 6-22, * may be a binding site with an adjacent atom.

In some embodiments, the condensed cyclic compound represented byFormula 1 may be represented by one of Formulae 1(1), 1(2), and 1(3):

In Formulae 1(1), 1(2), and 1(3), R₁₁ to R₁₅, L₁, a1, Ar₁ and Ar₂ may beas defined therein.

For example, in Formulae 1(1), 1(2), and 1(3),

R₁₂ to R₁₅ may be each independently selected from a hydrogen, adeuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amino group, an amidino group, a hydrazine group, a hydrazonegroup, a carboxylic acid group or a salt thereof, a sulfonic acid groupor a salt thereof, a phosphoric acid group or a salt thereof, a C₁-C₂₀alkyl group, and/or a C₁-C₂₀ alkoxy group;

L₁ may be selected from groups represented by Formulae 3-1 to 3-32, andin some embodiments from groups represented by Formulae 4-1 to 4-23;

a1 may be 0 or 1;

R₁₁, Ar₁, and Ar₂ may be each independently selected from groupsrepresented by Formulae 5-1 to 5-14, and in some embodiments from groupsrepresented by Formulae 6-1 to 6-22. However, embodiments of the presentdisclosure are not limited thereto.

In Formulae 1(1), 1(2), and 1(3), R₁ and R₅ may be each independentlyselected from

a C₁-C₆₀ alkyl group such as, for example, a C₁-C₂₀ alkyl group,

a C₁-C₆₀ alkyl group substituted with at least one selected from adeuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amino group, an amidino group, a hydrazine group, a hydrazonegroup, a carboxylic acid group or a salt thereof, a sulfonic acid groupor a salt thereof, and/or a phosphoric acid group or a salt thereof suchas, for example, a C₁-C₂₀ alkyl group substituted with at least oneselected from a deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyanogroup, a nitro group, an amino group, an amidino group, a hydrazinegroup, a hydrazone group, a carboxylic acid group or a salt thereof, asulfonic acid group or a salt thereof, and a phosphoric acid group or asalt thereof, and/or

—Si(Q₁)(Q₂)(Q₃), wherein Q₁ to Q₃ may be each independently selectedfrom a C₁-C₆₀ alkyl group such as, for example, a C₁-C₂₀ alkyl group,and/or a C₁-C₆₀ alkyl group substituted with at least one selected froma deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amino group, an amidino group, a hydrazine group, a hydrazonegroup, a carboxylic acid group or a salt thereof, a sulfonic acid groupor a salt thereof, and a phosphoric acid group or a salt thereof suchas, for example, a C₁-C₂₀ alkyl group substituted with at least oneselected from a deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyanogroup, a nitro group, an amino group, an amidino group, a hydrazinegroup, a hydrazone group, a carboxylic acid group or a salt thereof, asulfonic acid group or a salt thereof, and a phosphoric acid group or asalt thereof.

In some embodiments, R₁ and R₅ may be each independently selected from

a methyl group, an ethyl group, a propyl group, an n-butyl group, anisobutyl group, a sec-butyl group, a tert-butyl group, an n-pentylgroup, an isopentyl group, a sec-pentyl group, a tert-pentyl group, ann-hexyl group, an isohexyl group, a sec-hexyl group, a tert-hexyl group,an n-heptyl group, an isoheptyl group, a sec-heptyl group, a tert-heptylgroup, an n-octyl group, an isooctyl group, a sec-octyl group, atert-octyl group, an n-nonyl group, an isononyl group, a sec-nonylgroup, a tert-nonyl group, an n-decanyl group, an isodecanyl group, asec-decanyl group, and/or a tert-decanyl group, and/or

—Si(Q₁)(Q₂)(Q₃), wherein Q₁ to Q₃ may be each independently selectedfrom a methyl group, an ethyl group, a propyl group, an n-butyl group,an isobutyl group, a sec-butyl group, a tert-butyl group, an n-pentylgroup, an isopentyl group, a sec-pentyl group, a tert-pentyl group, ann-hexyl group, an isohexyl group, a sec-hexyl group, a tert-hexyl group,an n-heptyl group, an isoheptyl group, a sec-heptyl group, a tert-heptylgroup, an n-octyl group, an isooctyl group, a sec-octyl group, atert-octyl group, an n-nonyl group, an isononyl group, a sec-nonylgroup, a tert-nonyl group, an n-decanyl group, an isodecanyl group, asec-decanyl group, and/or a tert-decanyl group.

In some embodiments, the condensed cyclic compound represented byFormula 1 may be one of Compounds 1 to 21.

The condensed cyclic compound of Formula 1 includes a core asillustrated in the marked-up Formula 1 below, which may facilitate ahigh glass transition temperature. Accordingly, an organiclight-emitting device including the condensed cyclic compound of Formula1 may have enhanced heat resistance against a Joule heating generatedbetween the organic layers or between the organic layer and theelectrode of the organic light-emitting device under high-temperatureenvironments, during storage and/or operation. Accordingly, the organiclight-emitting device including the condensed cyclic compound of Formula1 may have improved lifetime (lifespan) characteristics.

In Formula 1, at least one of R₁ to R₇ may be selected from a C₁-C₆₀alkyl group, a C₁-C₆₀ alkyl group substituted with at least one of adeuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amino group, an amidino group, a hydrazine group, a hydrazonegroup, a carboxylic acid group or a salt thereof, a sulfonic acid groupor a salt thereof, and/or a phosphoric acid group or a salt thereof,and/or —Si(Q₁)(Q₂)(Q₃), wherein Q₁ to Q₃ may be as defined above.

When at least one of R₁ to R₇ in Formula 1 is a substituted orunsubstituted C₁-C₆₀ alkyl group as described above, the presence of thesubstituted or unsubstituted C₁-C₆₀ alkyl group may lead tointramolecular C—H or C—C σ-π conjugation to generate a new antibondingmolecular orbital in a highest occupied molecular orbital (HOMO) regionof the molecule. This may extend a π conjugated system, enhanceoscillator strength at a transition from the HOMO region to a lowestunoccupied molecular orbital (LUMO) region, and consequently stabilize asinglet state (S1) energy of the condensed cyclic compound of Formula 1.As a result, fluorescence characteristics of the condensed cycliccompound represented by Formula 1 may be enhanced, which may contributeto improved emission characteristics of the condensed cyclic compound ofFormula 1.

When at least one of R₁ to R₇ in Formula 1 is —Si(Q₁)(Q₂)(Q₃) group asdescribed above, the presence of —Si(Q₁)(Q₂)(Q₃) group may lead tointramolecular Si—C σ*-π* conjugation to stabilize molecular π* orbitalof LUMO. This may extend a π conjugated system, enhance oscillatorstrength at a transition from the HOMO region to the LUMO region, andconsequently stabilize a singlet state (S1) energy of the condensedcyclic compound of Formula 1. As a result, fluorescence characteristicsof the condensed cyclic compound represented by Formula 1 may beenhanced, which may contribute to improved emission characteristics ofthe condensed cyclic compound of Formula 1.

Accordingly, an organic light-emitting device including any of thecondensed cyclic compounds represented by Formula 1 above may have lowdriving voltage, high luminance, high efficiency, and long lifetime.

The condensed cyclic compound of Formula 1 may be synthesized using(utilizing) any suitable organic synthesis method. Methods ofsynthesizing the condensed cyclic compounds of Formula 1 may beunderstood by those of ordinary skill in the art based on the examplesdescribed below, but methods of synthesizing the condensed cycliccompounds of Formula 1 are not limited to these examples.

The condensed cyclic compound of Formula 1 may be in a layer between apair of electrodes of an organic light-emitting device. For example, thecondensed cyclic compound of Formula 1 may be in the emission layer.

According to one embodiment of the present disclosure, an organiclight-emitting device includes a first electrode, a second electrodeopposite to the first electrode, and an organic layer between the firstelectrode and the second electrode.

The organic layer includes an emission layer and at least one of thecondensed cyclic compounds of Formula 1 described above.

As used herein, “the organic layer including at least one condensedcyclic compound means “the organic layer including one of the condensedcyclic compounds of Formula 1 above, or at least two different condensedcyclic compounds of Formula 1 above”.

In some embodiments, the organic layer may include only Compound 1 aboveas the condensed cyclic compound, and Compound 1 may be present in theemission layer of the organic light-emitting device. In someembodiments, the organic layer may include Compounds 1 and 2 as thecondensed cyclic compounds, and Compounds 1 and 2 may be both present inthe same layer (for example, in the emission layer) or may be present indifferent layers (for example, in the emission layer and the electrontransport layer, respectively).

The organic layer may include i) a hole transport region between thefirst electrode (e.g. an anode) and the emission layer, the holetransport region including at least one selected from a hole injectionlayer, a hole transport layer, a buffer layer, and an electron blockinglayer; and ii) an electron transport region between the emission layerand the second electrode (e.g. a cathode), the electron transport regionincluding at least one selected from a hole blocking layer, an electrontransport layer, and an electron injection layer. The emission layer mayinclude the condensed cyclic compound represented by Formula 1 above.

As used herein, the term “organic layer” refers to a single layer and/ora plurality of layers between the first and second electrodes of theorganic light-emitting device. A material in the “organic layer” is notlimited to an organic material.

Hereinafter, a structure of an organic light-emitting device accordingto an embodiment of the present disclosure and a method of manufacturingthe same will now be described with reference to the drawing.

The drawing is a schematic sectional view of an organic light-emittingdevice 10 according to an embodiment of the present disclosure.Referring to the drawing, the organic light-emitting device 10 includesa first electrode 110, an organic layer 150, and a second electrode 190.

A substrate may be positioned under the first electrode 110 or on thesecond electrode 190. The substrate may be a glass substrate or atransparent plastic substrate with good mechanical strength, thermalstability, transparency, surface smoothness, ease of handling, and waterresistance.

In one embodiment, the first electrode 110 may be formed by depositingor sputtering a first electrode-forming material on the substrate, butthe method for forming the first electrode 110 is not limited thereto.When the first electrode 110 is an anode, a material having a high workfunction may be used as the first electrode-forming material tofacilitate hole injection. The first electrode 110 may be a reflectiveelectrode, a semi-transmissive electrode, or a transmissive electrode.Transparent and conductive materials such as ITO, IZO, SnO₂, and ZnO maybe used to form the first electrode. When the first electrode 110 is asemi-transmissive electrode or a reflective electrode, the firstelectrode 110 may be formed of at least one material selected frommagnesium (Mg), aluminum (Al), aluminum-lithium (Al—Li), calcium (Ca),magnesium-indium (Mg—In), and magnesium-silver (Mg—Ag).

The first electrode 110 may have a single-layer structure or amulti-layer structure that includes a plurality of layers. For example,the first electrode 110 may have a three-layered structure ofITO/Ag/ITO, but is not limited thereto.

The organic layer 150 may be disposed on the first electrode 110. Theorganic layer 150 may include an emission layer (EML).

The organic layer 150 may further include a hole transport regionbetween the first electrode and the EML, and an electron transportregion between the EML and the second electrode.

In one embodiment, the hole transport region may include at least oneselected from a hole injection layer (HIL), a hole transport layer(HTL), a buffer layer, and an electron blocking layer (EBL). In oneembodiment, the electron transport layer may include at least oneselected from a hole blocking layer (HBL), an electron transport layer(ETL), and an electron injection layer (EIL). However, embodiments ofthe present disclosure are not limited thereto.

The hole transport region may have a single-layered structure includinga single material, a single-layered structure including a plurality ofmaterials, or a multi-layered structure including a plurality of layersincluding different materials.

In some embodiments, the electron transport region may have asingle-layered structure including a plurality of materials, or amulti-layered structure of HIL/HTL, HIL/HTL/buffer layer, HIL/bufferlayer, HTL/buffer layer, or HIL/HTL/EBL, where the layers forming amulti-layered structure of the electron transport region aresequentially stacked on the first electrode 110 in the order statedabove. However, embodiments of the present disclosure are not limitedthereto.

When the hole transport region includes a HIL, the HIL may be formed onthe first electrode 110 by using (utilizing) any of a variety of methodssuch as, for example, vacuum deposition, spin coating, casting,Langmuir-Blodgett (LB) deposition, inkjet printing, laser printing,laser induced thermal imaging (LITI), or the like.

When the HIL is formed using vacuum deposition, the depositionconditions may vary depending on the material that is used to form theHIL and the structure of the HIL. In one embodiment, the depositionconditions may be as follows: a deposition temperature of about 100° C.to about 500° C., a degree of vacuum of about 10⁻⁸ to about 10⁻³ torr,and a deposition rate of about 0.01 to 100 Å/sec, but the depositionconditions are not limited thereto.

When the HIL is formed using spin coating, the coating conditions mayvary depending on the material that is used to form the HIL and thestructure of the HIL. In one embodiment, the coating conditions may beas follows: a coating rate of about 2,000 rpm to about 5,000 5 pm and aheat treatment temperature of about 800° C. to about 200° C., but thecoating conditions are not limited thereto.

When the hole transport region includes a HTL, the HTL may be formed onthe first electrode 110 or on the HIL by using any of a variety ofmethods such as, for example, vacuum deposition, spin coating, casting,Langmuir-Blodgett (LB) deposition, inkjet printing, laser printing,laser induced thermal imaging (LITI), or the like. When the HTL isformed using vacuum deposition or spin coating, the conditions fordeposition and coating may be similar to the above-described depositionand coating conditions for forming the HIL, and accordingly will not bedescribed again.

In some embodiments, the hole transport region may include at least oneselected from m-MTDATA, TDATA, 2-TNATA, NPB, TPD, Spiro-TPD, Spiro-NPB,methylated NPB, TAPC, HMTPD, 4,4′,4″-tris(N-carbazolyl)triphenylamine(TCTA), polyaniline/dodecylbenzene sulfonic acid (Pani/DBSA),poly(3,4-ethylenedioxythiophene)/poly(4-styrenesulfonate)(PEDOT/PSS),polyaniline/camphor sulfonic acid (Pani/CSA),polyaniline/poly(4-styrenesulfonate) (PANI/PSS), a compound representedby Formula 201 below, and/or a compound represented by Formula 202below.

In Formulae 201 and 202,

L₂₀₁ to L₂₀₅ may be each independently defined as L₁ in Formula 1described above;

xa1 to xa4 are each independently selected from 0, 1, 2, and 3;

xa5 may be selected from 1, 2, 3, 4, and 5;

R₂₀₁ to R₂₀₄ may be each independently selected from a substituted orunsubstituted C₃-C₁₀ cycloalkyl group, a substituted or unsubstitutedC₂-C₁₀ heterocycloalkyl group, a substituted or unsubstituted C₃-C₁₀cycloalkenyl group, a substituted or unsubstituted C₂-C₁₀heterocycloalkenyl group, a substituted or unsubstituted C₆-C₆₀ arylgroup, a substituted or unsubstituted C₆-C₆₀ aryloxy group, asubstituted or unsubstituted C₆-C₆₀ arylthio group, a substituted orunsubstituted C₂-C₆₀ heteroaryl group, a substituted or unsubstitutedmonovalent non-aromatic condensed polycyclic group, and/or a substitutedor unsubstituted monovalent non-aromatic condensed heteropolycyclicgroup.

For example, in Formulae 201 and 202,

L₂₀₁ to L₂₀₅ may be each independently

a phenylene group, a naphthylene group, a fluorenylene group, aspiro-fluorenylene group, a benzofluorenylene group, adibenzofluorenylene group, a phenanthrenylene group, an anthracenylenegroup, a pyrenylene group, a chrysenylene group, a pyridinylene group, apyrazinylene group, a pyrimidinylene group, a pyridazinylene group, aquinolinylene group, an isoquinolinylene group, a quinoxalinylene group,a quinazolinylene group, a carbazolylene group, and/or a triazinylene;and/or

a phenylene group, a naphthylene group, a fluorenylene group, aspiro-fluorenylene group, a benzofluorenylene group, adibenzofluorenylene group, a phenanthrenylene group, an anthracenylenegroup, a pyrenylene group, a chrysenylene group, a pyridinylene group, apyrazinylene group, a pyrimidinylene group, a pyridazinylene group, aquinolinylene group, an isoquinolinylene group, a quinoxalinylene group,a quinazolinylene group, a carbazolylene group, and/or a triazinylenegroup, each substituted with at least one selected from a deuterium, —F,Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an aminogroup, an amidino group, a hydrazine group, a hydrazone group, acarboxylic acid group or a salt thereof, a sulfonic acid group or a saltthereof, a phosphoric acid group or a salt thereof, a C₁-C₂₀ alkylgroup, a C₁-C₂₀ alkoxy group, a phenyl group, a naphthyl group, afluorenyl group, a spiro-fluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, apyrenyl group, a chrysenyl group, a pyridinyl group, a pyrazinyl group,a pyrimidinyl group, a pyridazinyl group, an isoindolyl group, aquinolinyl group, an isoquinolinyl group, a quinoxalinyl group, aquinazolinyl group, a carbazolyl group, and a triazinyl group,

xa1 to xa4 may be each independently 0, 1, or 2;

xa5 may be 1, 2, or 3;

R₂₀₁ to R₂₀₄ may be each independently,

a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenylgroup, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenylgroup, an anthracenyl group, a pyrenyl group, a chrysenyl group, apyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinylgroup, a quinolinyl group, an isoquinolinyl group, a quinoxalinyl group,a quinazolinyl group, a carbazolyl group, and/or a triazinyl group;and/or

a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenylgroup, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenylgroup, an anthracenyl group, a pyrenyl group, a chrysenyl group, apyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinylgroup, a quinolinyl group, an isoquinolinyl group, a quinoxalinyl group,a quinazolinyl group, a carbazolyl group, and/or a triazinyl group, eachsubstituted with at least one selected from a deuterium, —F, —Cl, —Br,—I, a hydroxyl group, a cyano group, a nitro group, an amino group, anamidino group, a hydrazine group, a hydrazone group, a carboxylic acidgroup or a salt thereof, a sulfonic acid group or a salt thereof, aphosphoric acid group or a salt thereof, a C₁-C₂₀ alkyl group, a C₁-C₂₀alkoxy group, a phenyl group, a naphthyl group, an azulenyl group, afluorenyl group, a spiro-fluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, apyrenyl group, a chrysenyl group, a pyridinyl group, a pyrazinyl group,a pyrimidinyl group, a pyridazinyl group, a quinolinyl group, anisoquinolinyl group, a quinoxalinyl group, a quinazolinyl group, acarbazolyl group, and a triazinyl group. However, embodiments of thepresent disclosure are not limited thereto.

The compound of Formula 201 may be represented by Formula 201A:

In one embodiment, the compound of Formula 201 may be represented byFormula 201A-1, but the compound of Formula 201 is not limited thereto:

In one embodiment, the compound of Formula 202 may be represented byFormula 202A, but the compound of Formula 202 is not limited thereto:

In Formulae 201A, 201A-1, and 202A,

L₂₀₁ to L₂₀₃, xa1 to xa3, xa5, and R₂₀₂ to R₂₀₄ may be defined asdescribed in connection with Formula 201;

R₂₁₁ may be defined as R₂₀₃ in Formula 201 described above;

R₂₁₃ to R₂₁₆ may be each independently a hydrogen, a deuterium, —F, —Cl,—Br, —I, a hydroxyl group, a cyano group, a nitro group, an amino group,an amidino group, a hydrazine group, a hydrazone group, a carboxylicacid group or a salt thereof, a sulfonic acid group or a salt thereof, aphosphoric acid group or a salt thereof, a C₁-C₆₀ alkyl group, a C₂-C₆₀alkenyl group, a C₂-C₆₀ alkynyl group, a C₁-C₆₀ alkoxy group, a C₃-C₁₀cycloalkyl group, a C₂-C₁₀ heterocycloalkyl group, a C₃-C₁₀ cycloalkenylgroup, a C₂-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₆-C₆₀aryloxy group, a C₆-C₅₀ arylthio group, a C₂-C₆₀ heteroaryl group, amonovalent non-aromatic condensed polycyclic group, and/or a monovalentnon-aromatic condensed heteropolycyclic group.

In some embodiments, in Formulae 201A, 201A-1, and 202A,

L₂₀₁ to L₂₀₃ may be each independently

a phenylene group, a naphthylene group, a fluorenylene group, aspiro-fluorenylene group, a benzofluorenylene group, adibenzofluorenylene group, a phenanthrenylene group, an anthracenylenegroup, a pyrenylene group, a chrysenylene group, a pyridinylene group, apyrazinylene group, a pyrimidinylene group, a pyridazinylene group, aquinolinylene group, an isoquinolinylene group, a quinoxalinylene group,a quinazolinylene group, a carbazolylene group, and/or a triazinylenegroup; and/or

a phenylene group, a naphthylene group, a fluorenylene group, aspiro-fluorenylene group, a benzofluorenylene group, adibenzofluorenylene group, a phenanthrenylene group, an anthracenylenegroup, a pyrenylene group, a chrysenylene group, a pyridinylene group, apyrazinylene group, a pyrimidinylene group, a pyridazinylene group, aquinolinylene group, an isoquinolinylene group, a quinoxalinylene group,a quinazolinylene group, a carbazolylene group, and/or a triazinylenegroup, each substituted with at least one selected from a deuterium, —F,—Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an aminogroup, an amidino group, a hydrazine group, a hydrazone group, acarboxylic acid group or a salt thereof, a sulfonic acid group or a saltthereof, a phosphoric acid group or a salt thereof, a C₁-C₂₀ alkylgroup, a C₁-C₂₀ alkoxy group, a phenyl group, a naphthyl group, afluorenyl group, a spiro-fluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, apyrenyl group, a chrysenyl group, a pyridinyl group, a pyrazinyl group,a pyrimidinyl group, a pyridazinyl group, a quinolinyl group, anisoquinolinyl group, a quinoxalinyl group, a quinazolinyl group, acarbazolyl group, and a triazinyl group,

xa1 to xa3 may be each independently 0 or 1,

R₂₀₃, R₂₁₁, and R₂₁₂ may be each independently

a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenylgroup, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenylgroup, an anthracenyl group, a pyrenyl group, a chrysenyl group, apyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinylgroup, a quinolinyl group, an isoquinolinyl group, a quinoxalinyl group,a quinazolinyl group, a carbazolyl group, and/or a triazinyl group;and/or

a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenylgroup, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenylgroup, an anthracenyl group, a pyrenyl group, a chrysenyl group, apyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinylgroup, a quinolinyl group, an isoquinolinyl group, a quinoxalinyl group,a quinazolinyl group, a carbazolyl group, and/or a triazinyl group, eachsubstituted with at least one selected from a deuterium, —F, —Cl, —Br,—I, a hydroxyl group, a cyano group, a nitro group, an amino group, anamidino group, a hydrazine group, a hydrazone group, a carboxylic acidgroup or a salt thereof, a sulfonic acid group or a salt thereof, aphosphoric acid group or a salt thereof, a C₁-C₂₀ alkyl group, a C₁-C₂₀alkoxy group, a phenyl group, a naphthyl group, a fluorenyl group, aspiro-fluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group,a phenanthrenyl group, an anthracenyl group, a pyrenyl group, achrysenyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinylgroup, a pyridazinyl group, a quinolinyl group, an isoquinolinyl group,a quinoxalinyl group, a quinazolinyl group, a carbazolyl group, and atriazinyl group,

R₂₁₃ and R₂₁₄ may be each independently

a C₁-C₂₀ alkyl group and/or a C₁-C₂₀ alkoxy group;

a C₁-C₂₀ alkyl group and/or a C₁-C₂₀ alkoxy group, each substituted withat least one selected from a deuterium, —F, —Cl, —Br, —I, a hydroxylgroup, a cyano group, a nitro group, an amino group, an amidino group, ahydrazine group, a hydrazone group, a carboxylic acid group or a saltthereof, a sulfonic acid group or a salt thereof, a phosphoric acidgroup or a salt thereof, a phenyl group, a naphthyl group, a fluorenylgroup, a spiro-fluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, apyrenyl group, a chrysenyl group, a pyridinyl group, a pyrazinyl group,a pyrimidinyl group, a pyridazinyl group, a quinolinyl group, anisoquinolinyl group, a quinoxalinyl group, a quinazolinyl group, acarbazolyl group, and a triazinyl group;

a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenylgroup, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenylgroup, an anthracenyl group, a pyrenyl group, a chrysenyl group, apyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinylgroup, a quinolinyl group, an isoquinolinyl group, a quinoxalinyl group,a quinazolinyl group, a carbazolyl group, and/or a triazinyl group;and/or

a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenylgroup, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenylgroup, an anthracenyl group, a pyrenyl group, a chrysenyl group, apyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinylgroup, a quinolinyl group, an isoquinolinyl group, a quinoxalinyl group,a quinazolinyl group, a carbazolyl group, and/or a triazinyl group, eachsubstituted with at least one selected from a deuterium, —F, —Cl, —Br,—I, a hydroxyl group, a cyano group, a nitro group, an amino group, anamidino group, a hydrazine group, a hydrazone group, a carboxylic acidgroup or a salt thereof, a sulfonic acid group or a salt thereof, aphosphoric acid group or a salt thereof, a C₁-C₂₀ alkyl group, a C₁-C₂₀alkoxy group, a phenyl group, a naphthyl group, a fluorenyl group, aspiro-fluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group,a phenanthrenyl group, an anthracenyl group, a pyrenyl group, achrysenyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinylgroup, a pyridazinyl group, a quinolinyl group, an isoquinolinyl group,a quinoxalinyl group, a quinazolinyl group, a carbazolyl group, and atriazinyl group,

R₂₁₅ and R₂₁₆ may be each independently

a hydrogen, a deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyanogroup, a nitro group, an amino group, an amidino group, a hydrazinegroup, a hydrazone group, a carboxylic acid group or a salt thereof, asulfonic acid group or a salt thereof, a phosphoric acid group or a saltthereof, a C₁-C₂₀ alkyl group, and/or a C₁-C₂₀ alkoxy group;

a C₁-C₂₀ alkyl group and/or a C₁-C₂₀ alkoxy group, each substituted withat least one selected from a deuterium, —F, —Cl, —Br, —I, a hydroxylgroup, a cyano group, a nitro group, an amino group, an amidino group, ahydrazine group, a hydrazone group, a carboxylic acid group or a saltthereof, a sulfonic acid group or a salt thereof, a phosphoric acidgroup or a salt thereof, a phenyl group, a naphthyl group, a fluorenylgroup, a spiro-fluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, apyrenyl group, a chrysenyl group, a pyridinyl group, a pyrazinyl group,a pyrimidinyl group, a pyridazinyl group, a quinolinyl group, anisoquinolinyl group, a quinoxalinyl group, a quinazolinyl group, acarbazolyl group, and a triazinyl group;

a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenylgroup, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenylgroup, an anthracenyl group, a pyrenyl group, a chrysenyl group, apyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinylgroup, a quinolinyl group, an isoquinolinyl group, a quinoxalinyl group,a quinazolinyl group, and/or a triazinyl group; and/or

a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenylgroup, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenylgroup, an anthracenyl group, a pyrenyl group, a chrysenyl group, apyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinylgroup, a quinolinyl group, an isoquinolinyl group, a quinoxalinyl group,a quinazolinyl group, a carbazolyl group, and/or a triazinyl group, eachsubstituted with at least one selected from a deuterium, —F, —Cl, —Br,—I, a hydroxyl group, a cyano group, a nitro group, an amino group, anamidino group, a hydrazine group, a hydrazone group, a carboxylic acidgroup or a salt thereof, a sulfonic acid group or a salt thereof, aphosphoric acid group or a salt thereof, a C₁-C₂₀ alkyl group, a C₁-C₂₀alkoxy group, a phenyl group, a naphthyl group, a fluorenyl group, aspiro-fluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group,a phenanthrenyl group, an anthracenyl group, a pyrenyl group, achrysenyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinylgroup, a pyridazinyl group, a quinolinyl group, an isoquinolinyl group,a quinoxalinyl group, a quinazolinyl group, a carbazolyl group, and atriazinyl group, and

xa5 may be 1 or 2.

In Formulae 201A and 201A-1, R₂₁₃ and R₂₁₄ may be linked to each otherto form a saturated or unsaturated ring.

The compound represented by Formula 201 and the compound represented byFormula 202 may be each one of compounds HT1 to HT20 illustrated below,but are not limited thereto.

A thickness of the hole transport region may be from about 100 Å toabout 10,000 Å, and in some embodiments, from about 100 Å to about 1,000Å. When the hole transport region includes a HIL and a HTL, a thicknessof the HIL may be from about 100 Å to about 10,000 Å, and in someembodiments, from about 100 Å to about 1,000 Å, and a thickness of theHTL may be from about 50 Å to about 2,000 Å, and in some embodiments,from about 100 Å to about 1,500 Å. When the thicknesses of the holetransport region, the HIL, and the HTL are within these ranges,satisfactory hole transport characteristics may be obtained without asubstantial increase in driving voltage.

The hole transport region may further include a charge-generatingmaterial to improve conductivity, in addition to the materials describedabove. The charge-generating material may be homogeneously orinhomogeneously dispersed in the hole transport region.

The charge-generating material may be, for example, a p-dopant. Thep-dopant may be one of quinone derivatives, metal oxides, and/orcompounds with a cyano group, but is not limited thereto. Non-limitingexamples of the p-dopant include quinone derivatives such astetracyanoquinonedimethane (TCNQ),2,3,5,6-tetrafluoro-tetracyano-1,4-benzoquinonedimethane (F4-TCNQ), andthe like; metal oxides such as tungsten oxide, molybdenum oxide, and thelike; and Compound HT-D1 below.

The hole transport region may further include at least one selected froma buffer layer and an EBL, in addition to the HIL and the HTL describedabove. The buffer layer may compensate for an optical resonance distanceof light according to a wavelength of the light emitted from the EML,and thus may improve light-emission efficiency. A material in the bufferlayer may be any material suitable for use in the hole transport region.The EBL may block migration of electrons from the electron transportregion into the EML.

The EML may be formed on the first electrode 110 or on the holetransport region by using any of a variety of methods such as, forexample, vacuum deposition, spin coating, casting, Langmuir-Blodgett(LB) deposition, inkjet printing, laser printing, laser induced thermalimaging (LITI), or the like. When the EML is formed using vacuumdeposition or spin coating, the deposition and coating conditions forforming the EML may be similar to the above-described deposition andcoating conditions for forming the HIL, and accordingly will not bedescribed again.

When the organic light-emitting device 10 is a full color organiclight-emitting device, the EML may be patterned into a red emissionlayer, a green emission layer, and a blue emission layer to correspondto individual subpixels, respectively. In some embodiments, the EML mayemit white light and may have a structure in which a red emission layer,a green emission layer and a blue emission layer are stacked upon oneanother, or a structure including a mixture of a red light-emittingmaterial, a green light-emitting material, and a blue light-emittingmaterial.

In one embodiment, the EML may include the condensed cyclic compound ofFormula 1.

The EML may include a host and a dopant. In one embodiment, the dopantmay include the condensed cyclic compound of Formula 1.

The host may include at least one selected from TPBi, TBADN, ADN (alsoreferred to as “AND” or “DNA”), CBP, CDBP, and TCP.

In some embodiments, the host may include a compound represented byFormula 301.

Ar₃₀₁-[(L₃₀₁)_(xb1)-R₃₀₁]xb₂  Formula 301

In Formula 301,

Ar₃₀₁ may be

a naphthalene, a heptalene, a fluorene, a spiro-fluorene, abenzofluorene, a dibenzofluorene, a phenalene, a phenanthrene, ananthracene, a fluoranthene, a triphenylene, a pyrene, a chrysene, anaphthacene, a picene, a perylene, a pentaphene, and/or anindenoanthracene; and/or

a naphthalene, a heptalene, a fluorene, a spiro-fluorene, abenzofluorene, a dibenzofluorene, a phenalene, a phenanthrene, ananthracene, a fluoranthene, a triphenylene, a pyrene, a chrysene, anaphthacene, a picene, a perylene, a pentaphene, and/or anindenoanthracene, each substituted with at least one selected from adeuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amino group, an amidino group, a hydrazine group, a hydrazonegroup, a carboxylic acid group or a salt thereof, a sulfonic acid groupor a salt thereof, a phosphoric acid group or a salt thereof, a C₁-C₆₀alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group, a C₁-C₆₀alkoxy group, a C₃-C₁₀ cycloalkyl group, a C₂-C₁₀ heterocycloalkylgroup, a C₃-C₁₀ cycloalkenyl group, a C₂-C₁₀ heterocycloalkenyl group, aC₆-C₆₀ aryl group, a C₆-C₆₀ aryloxy group, a C₆-C₆₀ arylthio group, aC₂-C₆₀ heteroaryl group, a monovalent non-aromatic condensed polycyclicgroup, a monovalent non-aromatic condensed heteropolycyclic group, and—Si(Q₃₀₁)(Q₃₀₂)(Q₃₀₃) (where Q₃₀₁ to Q₃₀₃ may be each independently, ahydrogen, a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₆-C₆₀ arylgroup, and/or a C₂-C₆₀ heteroaryl group),

In one embodiment, L₃₀₁ may be defined as L₂₀₁ in Formula 201 describedabove,

R₃₀₁ may be

a C₁-C₂₀ alkyl group and/or a C₁-C₂₀ alkoxy group;

a C₁-C₂₀ alkyl group and/or a C₁-C₂₀ alkoxy group, each substituted withat least one selected from a deuterium, —F, —Cl, —Br, —I, a hydroxylgroup, a cyano group, a nitro group, an amino group, an amidino group, ahydrazine group, a hydrazone group, a carboxylic acid group or a saltthereof, a sulfonic acid group or a salt thereof, a phosphoric acidgroup or a salt thereof, a phenyl group, a naphthyl group, a fluorenylgroup, a spiro-fluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, apyrenyl group, a chrysenyl group, a pyridinyl group, a pyrazinyl group,a pyrimidinyl group, a pyridazinyl group, a quinolinyl group, anisoquinolinyl group, a quinoxalinyl group, a quinazolinyl group, acarbazolyl group, and a triazinyl group;

a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenylgroup, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenylgroup, an anthracenyl group, a pyrenyl group, a chrysenyl group, apyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinylgroup, a quinolinyl group, an isoquinolinyl group, a quinoxalinyl group,a quinazolinyl group, a carbazolyl group, and/or a triazinyl group; or

a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenylgroup, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenylgroup, an anthracenyl group, a pyrenyl group, a chrysenyl group, apyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinylgroup, a quinolinyl group, an isoquinolinyl group, a quinoxalinyl group,a quinazolinyl group, a carbazolyl group, and/or a triazinyl group, eachsubstituted with at least one selected from a deuterium, —F, —Cl, —Br,—I, a hydroxyl group, a cyano group, a nitro group, an amino group, anamidino group, a hydrazine group, a hydrazone group, a carboxylic acidgroup or a salt thereof, a sulfonic acid group or a salt thereof, aphosphoric acid group or a salt thereof, a C₁-C₂₀ alkyl group, a C₁-C₂₀alkoxy group, a phenyl group, a naphthyl group, a fluorenyl group, aspiro-fluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group,a phenanthrenyl group, an anthracenyl group, a pyrenyl group, achrysenyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinylgroup, a pyridazinyl group, a quinolinyl group, an isoquinolinyl group,a quinoxalinyl group, a quinazolinyl group, a carbazolyl group, and atriazinyl group,

xb1 may be selected from 0, 1, 2, and 3;

xb2 may be selected from 1, 2, 3, and 4.

In one embodiment, in Formula 301,

L₃₀₁ may be

a phenylene group, a naphthylene group, a fluorenylene group, aspiro-fluorenylene group, a benzofluorenylene group, adibenzofluorenylene group, a phenanthrenylene group, an anthracenylenegroup, a pyrenylene group, and/or a chrysenylene group; and/or

a phenylene group, a naphthylene group, a fluorenylene group, aspiro-fluorenylene group, a benzofluorenylene group, adibenzofluorenylene group, a phenanthrenylene group, an anthracenylenegroup, a pyrenylene group, and/or a chrysenylene group, each substitutedwith at least one selected from a deuterium, —F, —Cl, —Br, —I, ahydroxyl group, a cyano group, a nitro group, an amino group, an amidinogroup, a hydrazine group, a hydrazone group, a carboxylic acid group ora salt thereof, a sulfonic acid group or a salt thereof, a phosphoricacid group or a salt thereof, a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxygroup, a phenyl group, a naphthyl group, a fluorenyl group, aspiro-fluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group,a phenanthrenyl group, an anthracenyl group, a pyrenyl group, and achrysenyl group, and

R₃₀₁ may be

a C₁-C₂₀ alkyl group and/or a C₁-C₂₀ alkoxy group;

a C₁-C₂₀ alkyl group and/or a C₁-C₂₀ alkoxy group, each substituted withat least one selected from a deuterium, —F, —Cl, —Br, —I, a hydroxylgroup, a cyano group, a nitro group, an amino group, an amidino group, ahydrazine group, a hydrazone group, a carboxylic acid group or a saltthereof, a sulfonic acid group or a salt thereof, a phosphoric acidgroup or a salt thereof, a phenyl group, a naphthyl group, a fluorenylgroup, a spiro-fluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, apyrenyl group, and a chrysenyl group;

a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenylgroup, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenylgroup, an anthracenyl group, a pyrenyl group, and/or a chrysenyl group;

a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenylgroup, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenylgroup, an anthracenyl group, a pyrenyl group, and/or a chrysenyl group,each substituted with at least one selected from a deuterium, —F, —Cl,—Br, —I, a hydroxyl group, a cyano group, a nitro group, an amino group,an amidino group, a hydrazine group, a hydrazone group, a carboxylicacid group or a salt thereof, a sulfonic acid group or a salt thereof, aphosphoric acid group or a salt thereof, a C₁-C₂₀ alkyl group, a C₁-C₂₀alkoxy group, a phenyl group, a naphthyl group, a fluorenyl group, aspiro-fluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group,a phenanthrenyl group, an anthracenyl group, a pyrenyl group, and achrysenyl group. However, embodiments of the present disclosure are notlimited thereto.

In one embodiment, the host may include a compound represented byFormula 301A:

Substituents in Formula 301A may be as described above.

The compound of Formula 301 may include at least one of Compounds H1 toH42, but is not limited thereto:

In some embodiments, the host may include at least one of Compounds H43to H49, but is not limited thereto:

The dopant may include at least one of a fluorescent dopant and aphosphorescent dopant. When the dopant includes a fluorescent dopant,the fluorescent dopant may include the condensed cyclic compound ofFormula 1.

The phosphorescent dopant may include an organometallic complexrepresented by Formula 401:

In Formula 401,

M may be selected from iridium (Ir), platinum (Pt), osmium (Os),titanium (Ti), zirconium (Zr), hafnium (Hf), europium (Eu), terbium(Tb), and thulium (Tm);

X₄₀₁ to X₄₀₄ may be each independently a nitrogen or a carbon;

rings A₄₀₁ and A₄₀₂ may be each independently selected from asubstituted or unsubstituted benzene, a substituted or unsubstitutednaphthalene, a substituted or unsubstituted fluorene, a substituted orunsubstituted spiro-fluorene, a substituted or unsubstituted indene, asubstituted or unsubstituted pyrrole, a substituted or unsubstitutedthiophene, a substituted or unsubstituted furan, a substituted orunsubstituted imidazole, a substituted or unsubstituted pyrazole, asubstituted or unsubstituted thiazole, a substituted or unsubstitutedisothiazole, a substituted or unsubstituted oxazole, a substituted orunsubstituted isoxazole, a substituted or unsubstituted pyridine, asubstituted or unsubstituted pyrazine, a substituted or unsubstitutedpyrimidine, a substituted or unsubstituted pyridazine, a substituted orunsubstituted quinoline, a substituted or unsubstituted isoquinoline, asubstituted or unsubstituted benzoquinoline, a substituted orunsubstituted quinoxaline, a substituted or unsubstituted quinazoline, asubstituted or unsubstituted carbazole, a substituted or unsubstitutedbenzoimidazole, a substituted or unsubstituted benzofuran, a substitutedor unsubstituted benzothiophene, a substituted or unsubstitutedisobenzothiophene, a substituted or unsubstituted benzoxazole, asubstituted or unsubstituted isobenzoxazole, a substituted orunsubstituted triazole, a substituted or unsubstituted oxadiazole, asubstituted or unsubstituted triazine, a substituted or unsubstituted adibenzofuran, and/or a substituted or unsubstituted a dibenzothiophene;

at least one substituent of the substituted benzene, the substitutednaphthalene, the substituted fluorene, the substituted spiro-fluorene,the substituted indene, the substituted pyrrole, the substitutedthiophene, the substituted furan, the substituted imidazole, thesubstituted pyrazole, the substituted thiazole, the substitutedisothiazole, the substituted oxazole, the substituted isoxazole, thesubstituted pyridine, the substituted pyrazine, the substitutedpyrimidine, the substituted pyridazine, the substituted quinoline, thesubstituted isoquinoline, the substituted benzoquinoline, thesubstituted quinoxaline, the substituted quinazoline, the substitutedcarbazole, the substituted benzoimidazole, the substituted benzofuran,the substituted benzothiophene, the substituted isobenzothiophene, thesubstituted benzoxazole, the substituted isobenzoxazole, the substitutedtriazole, the substituted oxadiazole, the substituted triazine, thesubstituted dibenzofuran, and/or the substituted dibenzothiophene may beselected from

a deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amino group, an amidino group, a hydrazine group, a hydrazonegroup, a carboxylic acid group or a salt thereof, a sulfonic acid groupor a salt thereof, a phosphoric acid group or a salt thereof, a C₁-C₆₀alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group, and C₁-C₆₀alkoxy group;

a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group,and a C₁-C₆₀ alkoxy group, each substituted with at least one selectedfrom a deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, anitro group, an amino group, an amidino group, a hydrazine group, ahydrazone group, a carboxylic acid group or a salt thereof, a sulfonicacid group or a salt thereof, a phosphoric acid group or a salt thereof,a C₃-C₁₀ cycloalkyl group, a C₂-C₁₀ heterocycloalkyl group, a C₃-C₁₀cycloalkenyl group, a C₂-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ arylgroup, a C₆-C₆₀ aryloxyl group, a C₆-C₆₀ arylthio group, a C₂-C₆₀heteroaryl group, a monovalent non-aromatic condensed polycyclic group,a monovalent non-aromatic condensed heteropolycyclic group,—N(Q₄₀₁)(Q₄₀₂), —Si(Q₄₀₃)(Q₄₀₄)(Q₄₀₅), and —B(Q₄₀₆)(Q₄₀₇),

a C₃-C₁₀ cycloalkyl group, a C₂-C₁₀ heterocycloalkyl group, a C₃-C₁₀cycloalkenyl group, a C₂-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ arylgroup, a C₆-C₆₀ aryloxy group, a C₆-C₆₀ arylthio group, a C₂-C₆₀heteroaryl group, a monovalent non-aromatic condensed polycyclic group,and a monovalent non-aromatic condensed heteropolycyclic group,

a C₃-C₁₀ cycloalkyl group, a C₂-C₁₀ heterocycloalkyl group, a C₃-C₁₀cycloalkenyl group, a C₂-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ arylgroup, a C₆-C₆₀ aryloxy group, a C₆-C₆₀ arylthio group, a C₂-C₆₀heteroaryl group, a monovalent non-aromatic condensed polycyclic group,and a monovalent non-aromatic condensed heteropolycyclic group, eachsubstituted with at least one selected from a deuterium, —F, —Cl, —Br,—I, a hydroxyl group, a cyano group, a nitro group, an amino group, anamidino group, a hydrazine group, a hydrazone group, a carboxylic acidgroup or a salt thereof, a sulfonic acid group or a salt thereof, aphosphoric acid group or a salt thereof, a C₁-C₆₀ alkyl group, a C₂-C₆₀alkenyl group, a C₂-C₆₀ alkynyl group, a C₁-C₆₀ alkoxy group, a C₃-C₁₀cycloalkyl group, a C₂-C₁₀ heterocycloalkyl group, a C₃-C₁₀ cycloalkenylgroup, a C₂-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₆-C₆₀aryloxy group, a C₆-C₆₀ arylthio group, a C₂-C₆₀ heteroaryl group, amonovalent non-aromatic condensed polycyclic group, a monovalentnon-aromatic condensed heteropolycyclic group, —N(Q₄₁₁)(Q₄₁₂),—Si(Q₄₁₃)(Q₄₁₄)(Q₄₁₅), and —B(Q₄₁₆)(Q₄₁₇), and

—N(Q₄₂₁)(Q₄₂₂), —Si(Q₄₂₃)(Q₄₂₄)(Q₄₂₅), and —B(Q₄₂₆) (Q₄₂₇);

L₄₀₁ may be an organic ligand;

xc1 may be 1, 2, or 3;

xc2 may be 0, 1, 2, or 3. Descriptions for Q₄₀₁ to Q₄₀₇, Q₄₁₁ to Q₄₁₇and Q₄₂₁ to Q₄₂₇ are the same as the descriptions for Q₁.

In one embodiment, in Formula 401, L₄₀₁ may be a monovalent, divalent,or trivalent organic ligand. For example, L₄₀₁ may be selected from ahalogen ligand (for example, Cl or F), a diketone ligand (for example,acetylacetonate, 1,3-diphenyl-1,3-propanedionate,2,2,6,6-tetramethyl-3,5-heptanedionate, or hexafluoroacetonate), acarboxylic acid ligand (for example, picolinate,dimethyl-3-pyrazolecarboxylate, or benzoate), a carbon monoxide ligand,an isonitrile ligand, a cyano ligand, and/or a phosphorous ligand (forexample, phosphine or phosphite). However, embodiments of the presentdisclosure are not limited thereto.

When A₄₀₁ in Formula 401 has at least two substituent groups, the atleast two substituent groups of A₄₀₁ may be linked (i.e. fused) to eachother to form a saturated or unsaturated ring.

When A₄₀₂ in Formula 401 has at least two substituent groups, the atleast two substituent groups of A₄₀₂ 2 may be linked (i.e. fused) toeach other to form a saturated or unsaturated ring.

When xc1 in Formula 401 is 2 or greater, a plurality of ligands may beidentical to or different from each other, and A₄₀₁ and A₄₀₂ of oneligand may be linked to A₄₀₁ and A₄₀₂ of an adjacent ligand,respectively, directly (e.g. via a single bond) or via a linking group(for example, a C₁-C₅ alkylene group, —N(R′)—(where R′ is a C₁-C₁₀ alkylgroup or a C₆-C₂₀ aryl group), or C(═O)—).

In one embodiment, the fluorescent dopant may include at least one ofDPVBi, DPAVBi, TBPe, DCM, DCJTB, Coumarin 6, and C545T, in addition tothe condensed cyclic compound of Formula 1.

An amount of the dopant in the EML may be from about 0.01 parts to about15 parts by weight based on 100 parts by weight of the host, but theamount of the dopant is not limited to this range.

The thickness of the EML may be from about 100 Å to about 1,000 Å, andin some embodiments, about 200 Å to about 600 Å. When the thickness ofthe EML is within these ranges, the EML may have good light emittingability without a substantial increase in driving voltage.

The electron transport region may be positioned on the EML.

The electron transport region may include at least one of a HBL, an ETL,and an EIL. However, embodiments of the present disclosure are notlimited thereto.

In some embodiments, the electron transport region may have a structureincluding an ETL/EIL, or a HBL/ETL/EIL, and the layers forming astructure of the electron transport region may be sequentially stackedon the EML in the order stated above. However, embodiments of thepresent disclosure are not limited thereto.

In some embodiments, the organic layer 150 of the organic light-emittingdevice 10 may include the electron transport region between the EML andthe second electrode 190, and the condensed cyclic compound of Formula 1may be in the electron transport region.

The electron transport region may include a HBL. When the EML includes aphosphorescent dopant, the HBL may prevent diffusion of triplet excitonsor holes into the ETL from the EML.

When the electron transport region includes a HBL, the HBL may be formedon the EML by using any of a variety of methods such as, for example,vacuum deposition, spin coating, casting, Langmuir-Blodgett (LB)deposition, inkjet printing, laser printing, laser induced thermalimaging (LITI), or the like. When the HBL is formed using vacuumdeposition or spin coating, the deposition and coating conditions forforming the HBL may be similar to the above-described deposition andcoating conditions for forming the HIL, and accordingly will not bedescribed again.

In one embodiment, the HBL may include at least one of bathocuproine(BCP) below and bathophenanthroline (Bphen) below. However, embodimentsof the present disclosure are not limited thereto.

A thickness of the HBL may be from about 20 Å to about 1,000 Å, and insome embodiments, from about 30 Å to about 300 Å. When the thickness ofthe HBL is within these ranges, the HBL may have improved hole blockingability without a substantial increase in driving voltage.

The electron transport region may include an ETL. The ETL may be formedon the EML or the HBL by using any of a variety of methods such as, forexample, vacuum deposition, spin coating, casting, Langmuir-Blodgett(LB) deposition, inkjet printing, laser printing, laser induced thermalimaging (LITI), or the like. When the ETL is formed using vacuumdeposition or spin coating, the deposition and coating conditions forforming the ETL may be similar to the above-described deposition andcoating conditions for forming the HIL, and accordingly will not bedescribed again.

In embodiments where the organic layer 150 of the organic light-emittingdevice includes an electron transport region between the EML and thesecond electrode 190, the electron transport region may include at leastone of an ETL and an EIL.

The ETL may further include at least one of Alq₃, Balq, TAZ, and NTAZbelow, in addition to BCP and Bphen described above.

In some embodiments, the ETL may include at least one compound selectedfrom the compounds represented by Formula 601 and the compoundsrepresented by Formula 602:

Ar₆₀₁-[(L₆₀₁)_(xe1)-E₆₀₁]_(xe2)  Formula 601

In Formula 601,

Ar₆₀₁ may be selected from naphthalene, heptalene, fluorene,spiro-fluorene, benzofluorene, dibenzofluorene, phenalene, phenanthrene,anthracene, fluoranthene, triphenylene, pyrene, chrysene, naphthacene,picene, perylene, pentaphene, and/or indenoanthracene,

naphthalene, heptalene, fluorene, spiro-fluorene, benzofluorene,dibenzofluorene, phenalene, phenanthrene, anthracene, fluoranthene,triphenylene, pyrene, chrysene, naphthacene, picene, perylene,pentaphene, and/or indenoanthracene, each substituted with at least oneselected from a deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyanogroup, a nitro group, an amino group, an amidino group, a hydrazinegroup, a hydrazone group, a carboxylic acid group or a salt thereof, asulfonic acid group or a salt thereof, a phosphoric acid group or a saltthereof, a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynylgroup, a C₁-C₆₀ alkoxy group, a C₃-C₁₀ cycloalkyl group, a C₃-C₁₀heterocycloalkyl group, a C₃-C₁₀ cycloalkenyl group, a C₃-C₁₀heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₆-C₆₀ aryloxy group, aC₆-C₆₀ arylthio group, a C₂-C₆₀ heteroaryl group, a monovalentnon-aromatic condensed polycyclic group, a monovalent non-aromaticcondensed heteropolycyclic group, and —Si(Q₃₀₁)(Q₃₀₂)(Q₃₀₃), whereinQ₃₀₁ to Q₃₀₃ may be each independently selected from a hydrogen, aC₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₆-C₆₀ aryl group, and/ora C₂-C₆₀ heteroaryl group;

L₆₀₁ may be defined as L₂₀₁ described above;

E₆₀₁ may be selected from

a pyrrolyl group, a thiophenyl group, a furanyl group, an imidazolylgroup, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, anoxazolyl group, an isoxazolyl group, a pyridinyl group, a pyrazinylgroup, a pyrimidinyl group, a pyridazinyl group, an isoindolyl group, anindolyl group, an indazolyl group, a purinyl group, a quinolinyl group,an isoquinolinyl group, a benzoquinolinyl group, a phthalazinyl group, anaphthyridinyl group, a quinoxalinyl group, a quinazolinyl group, acinnolinyl group, a carbazolyl group, a phenanthridinyl group, anacridinyl group, a phenanthrolinyl group, a phenazinyl group, abenzoimidazolyl group, a benzofuranyl group, a benzothiophenyl group, anisobenzothiazolyl group, a benzoxazolyl group, an isobenzoxazolyl group,a triazolyl group, a tetrazolyl group, an oxadiazolyl group, a triazinylgroup, a dibenzofuranyl group, a dibenzothiophenyl group, abenzocarbazolyl group, a dibenzocarbazolyl group, a thiadiazolyl group,an imidazopyridinyl group, and/or an imidazopyrimidinyl group, and

a pyrrolyl group, a thiophenyl group, a furanyl group, an imidazolylgroup, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, anoxazolyl group, an isoxazolyl group, a pyridinyl group, a pyrazinylgroup, a pyrimidinyl group, a pyridazinyl group, an isoindolyl group, anindolyl group, an indazolyl group, a purinyl group, a quinolinyl group,an isoquinolinyl group, a benzoquinolinyl group, a phthalazinyl group, anaphthyridinyl group, a quinoxalinyl group, a quinazolinyl group, acinnolinyl group, a carbazolyl group, a phenanthridinyl group, anacridinyl group, a phenanthrolinyl group, a phenazinyl group, abenzoimidazolyl group, a benzofuranyl group, a benzothiophenyl group, anisobenzothiazolyl group, a benzoxazolyl group, an isobenzoxazolyl group,a triazolyl group, a tetrazolyl group, an oxadiazolyl group, a triazinylgroup, a dibenzofuranyl group, a dibenzothiophenyl group, abenzocarbazolyl group, a dibenzocarbazolyl group, a thiadiazolyl group,an imidazopyridinyl group, and/or an imidazopyrimidinyl group, eachsubstituted with at least one selected from a deuterium, —F, —Cl, —Br,—I, a hydroxyl group, a cyano group, a nitro group, an amino group, anamidino group, a hydrazine group, a hydrazone group, a carboxylic acidgroup or a salt thereof, a sulfonic acid group or a salt thereof, aphosphoric acid group or a salt thereof, a C₁-C₂₀ alkyl group, a C₁-C₂₀alkoxy group, a cyclopentyl group, a cyclohexyl group, a cycloheptylgroup, a cyclopentenyl group, a cyclohexenyl group, a phenyl group, apentalenyl group, an indenyl group, a naphthyl group, an azulenyl group,a heptalenyl group, an indacenyl group, an acenaphthyl group, afluorenyl group, a spiro-fluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenalenyl group, a phenanthrenyl group, ananthracenyl group, a fluoranthenyl group, a triphenylenyl group, apyrenyl group, a chrysenyl group, a naphthacenyl group, a picenyl group,a perylenyl group, a pentaphenyl group, a hexacenyl group, a pentacenylgroup, a rubicenyl group, a coronenyl group, an ovarenyl group, apyrrolyl group, a thiophenyl group, a furanyl group, an imidazolylgroup, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, anoxazolyl group, an isoxazolyl group, a pyridinyl group, a pyrazinylgroup, a pyrimidinyl group, a pyridazinyl group, an isoindolyl group, anindolyl group, an indazolyl group, a purinyl group, a quinolinyl group,an isoquinolinyl group, a benzoquinolinyl group, a phthalazinyl group, anaphthyridinyl group, a quinoxalinyl group, a quinazolinyl group, acinnolinyl group, a carbazolyl group, a phenanthridinyl group, anacridinyl group, a phenanthrolinyl group, a phenazinyl group, abenzoimidazolyl group, a benzofuranyl group, a benzothiophenyl group, anisobenzothiazolyl group, a benzoxazolyl group, an isobenzoxazolyl group,a triazolyl group, a tetrazolyl group, an oxadiazolyl group, a triazinylgroup, a dibenzofuranyl group, a dibenzothiophenyl group, abenzocarbazolyl group, a dibenzocarbazolyl group, a thiadiazolyl group,an imidazopyridinyl group, and an imidazopyrimidinyl group;

xe1 may be selected from 0, 1, 2, and 3; and

xe2 may be selected from 1, 2, 3, and 4.

In Formula 602,

X₆₁₁ may be N or C-(L₆₁₁)_(xe611)-R₆₁₁, X₆₁₂ may be N orC-(L₆₁₂)_(xe612)-R₆₁₂, X₆₁₃ may be N or C-(L₆₁₃)_(xe613)-R₆₁₃, and atleast one of X₆₁₁ to X₆₁₃ may be N,

L₆₁₁ to L₆₁₆ may be each independently defined as L₂₀₁ described above,

R₆₁₁ to R₆₁₆ may be each independently

a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenylgroup, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenylgroup, an anthracenyl group, a pyrenyl group, a chrysenyl group, apyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinylgroup, a quinolinyl group, an isoquinolinyl group, a quinoxalinyl group,a quinazolinyl group, a carbazolyl group, and/or a triazinyl group;and/or

a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenylgroup, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenylgroup, an anthracenyl group, a pyrenyl group, a chrysenyl group, apyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinylgroup, a quinolinyl group, an isoquinolinyl group, a quinoxalinyl group,a quinazolinyl group, a carbazolyl group, and/or a triazinyl group, eachsubstituted with at least one selected from a deuterium, —F, —Cl, —Br,—I, a hydroxyl group, a cyano group, a nitro group, an amino group, anamidino group, a hydrazine group, a hydrazone group, a carboxylic acidgroup or a salt thereof, a sulfonic acid group or a salt thereof, aphosphoric acid group or a salt thereof, a C₁-C₂₀ alkyl group, a C₁-C₂₀alkoxy group, a phenyl group, a naphthyl group, a fluorenyl group, aspiro-fluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group,a phenanthrenyl group, an anthracenyl group, a pyrenyl group, achrysenyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinylgroup, a pyridazinyl group, a quinolinyl group, an isoquinolinyl group,a quinoxalinyl group, a quinazolinyl group, a carbazolyl group, and atriazinyl group, and

xe611 to xe616 may be each independently selected from, 0, 1, 2, and 3.

The compound represented by Formula 601 and the compound represented byFormula 602 may be selected from Compounds ET1 to ET15 illustratedbelow, but are not limited thereto.

A thickness of the ETL may be from about 100 Å to about 1,000 Å, and insome embodiments, from about 150 Å to about 500 Å. When the thickness ofthe ETL is within these ranges, the ETL may have satisfactory electrontransporting ability without a substantial increase in driving voltage.

In some embodiments the ETL may further include a metal-containingmaterial, in addition to the above-described materials.

The metal-containing material may include a lithium (Li) complex.Non-limiting examples of the Li complex are compound ET-D1 below(lithium quinolate (LiQ)) and compound ET-D2 below.

In one embodiment, the electron transport region may include an EIL thatmay facilitate injection of electrons from the second electrode 190.

The EIL may be formed on the ETL by using any of a variety of methodssuch as, for example, vacuum deposition, spin coating, casting,Langmuir-Blodgett (LB) deposition, inkjet printing, laser printing,laser induced thermal imaging (LITI), or the like. When the EIL isformed using vacuum deposition or spin coating, the deposition andcoating conditions for forming the EIL may be similar to theabove-described deposition and coating conditions for forming the HIL,and accordingly will not be described again.

The EIL may include at least one selected from LiF, NaCl, CsF, Li₂O,BaO, and/or LiQ.

A thickness of the EIL may be from about 1 Å to about 100 Å, and in someembodiments, from about 3 Å to about 90 Å. When the thickness of the EILis within these ranges, the EIL may have satisfactory electron injectionability without a substantial increase in driving voltage.

The second electrode 190 may be positioned on the organic layer 150, asdescribed above. The second electrode 190 may be an electron injectingelectrode (i.e. a cathode). A material for forming the second electrode190 may be a metal, an alloy, an electrically conductive compound, whichall have a low-work function, or a mixture thereof. Non-limitingexamples of materials for forming the second electrode 190 are lithium(Li), magnesium (Mg), aluminum (Al), aluminum-lithium (Al—Li), calcium(Ca), magnesium-indium (Mg—In), and magnesium-silver (Mg—Ag). In someembodiments, a material for forming the second electrode 190 may be ITOor IZO. The second electrode 190 may be a reflective electrode, asemi-transmissive electrode, or a transmissive electrode.

Although the organic light-emitting device of the drawing is describedabove, embodiments of the present disclosure are not limited thereto.

As used herein, a C₁-C₆₀ alkyl group refers to a linear or branchedaliphatic hydrocarbon monovalent group having 1 to 60 carbon atoms inthe main chain. Non-limiting examples of the C₁-C₆₀ alkyl group are amethyl group, an ethyl group, a propyl group, an isobutyl group, asec-butyl group, a tert-butyl group, a pentyl group, an iso-amyl group,and a hexyl group. A C₁-C₆₀ alkylene group refers to a divalent grouphaving the same structure as the C₁-C₆₀ alkyl.

As used herein, a C₁-C₆₀ alkoxy group refers to a monovalent grouprepresented by OA₁₀₁ (where A₁₀₁ is the C₁-C₆₀ alkyl group as describedabove). Non-limiting examples of the C₁-C₆₀ alkoxy group are a methoxygroup, an ethoxy group, and an isopropyloxy group.

As used herein, a C₂-C₆₀ alkenyl group refers to a hydrocarbon groupincluding at least one carbon double bond at one or more positions alonga carbon chain of the C₂-C₆₀ alkyl group. For example, the C₂-C₆₀alkenyl group may include a terminal alkene and/or an internal alkene.Non-limiting examples of the C₂-C₆₀ alkenyl group are an ethenyl group,a propenyl group, and a butenyl group. A C₂-C₆₀ alkylene group refers toa divalent group having the same structure as the C₂-C₆₀ alkenyl group.

As used herein, a C₂-C₆₀ alkynyl group refers to a hydrocarbon groupincluding at least one carbon triple bond at one or more positions alonga carbon chain of the C₂-C₆₀ alkyl group. For example, the C₂-C₆₀alkynyl group may include a terminal alkyne and/or an internal alkyne.Non-limiting examples of the C₂-C₆₀ alkynyl group are an ethynyl groupand a propynyl group. A C₂-C₆₀ alkynylene group used herein refers to adivalent group having the same structure as the C₂-C₆₀ alkynyl group.

As used herein, a C₃-C₁₀ cycloalkyl group refers to a monovalent,monocyclic hydrocarbon group having 3 to 10 carbon atoms as ring-formingatoms. Non-limiting examples of the C₃-C₁₀ cycloalkyl group are acyclopropyl group, a cyclobutyl group, a cyclopentyl group, a cyclohexylgroup, and a cycloheptyl group. A C₃-C₁₀ cycloalkylene group refers to adivalent group having the same structure as the C₃-C₁₀ cycloalkyl group.

As used herein, a C₂-C₁₀ heterocycloalkyl group refers to a monovalentmonocyclic group having 2 to 10 carbon atoms and at least one heteroatom selected from N, O, P, and S as ring-forming atoms. Non-limitingexamples of the C₂-C₁₀ heterocycloalkyl group are a tetrahydrofuranylgroup and a tetrahydrothiophenyl group. A C₂-C₁₀ heterocycloalkylenegroup refers to a divalent group having the same structure as the C₂-C₁₀heterocycloalkyl group.

As used herein, a C₃-C₁₀ cycloalkenyl group refers to a monovalentmonocyclic group having 3 to 10 carbon atoms as ring-forming atoms andincluding at least one carbon-carbon double bond in the ring, but nothaving aromacity. Non-limiting examples of the C₃-C₁₀ cycloalkenyl groupare a cyclopentenyl group, a cyclohexenyl group, and a cycloheptenylgroup. A C₃-C₁₀ cycloalkenylene group refers to a divalent group havingthe same structure as the C₃-C₁₀ cycloalkenyl group.

As used herein, a C₂-C₁₀ heterocycloalkenyl group used herein refers toa monovalent monocyclic group having 2 to 10 carbon atoms and at leastone hetero atom selected from N, O, P, and S as ring-forming atoms, andat least one double bond in the ring. Non-limiting examples of theC₂-C₁₀ heterocycloalkenyl group are a 2,3-hydrofuranyl group and a2,3-hydrothiophenyl group. A C₂-C₁₀ heterocycloalkenylene group usedherein refers to a divalent group having the same structure as theC₂-C₁₀ heterocycloalkenyl group.

As used herein, a C₆-C₆₀ aryl group refers to a monovalent, carbocyclicaromatic group having 6 to 60 carbon atoms as ring-forming atoms, and aC₆-C₆₀ arylene group refers to a divalent, carbocyclic aromatic grouphaving 6 to 60 carbon atoms as ring-forming atoms. Non-limiting examplesof the C₆-C₆₀ aryl group are a phenyl group, a naphthyl group, ananthracenyl group, a phenanthrenyl group, a pyrenyl group, and achrysenyl group. When the C₆-C₆₀ aryl group and/or the C₆-C₆₀ arylenegroup include at least two rings, the rings may be fused to each other.

As used herein, a C₁-C₆₀ heteroaryl group refers to a monovalent,carbocyclic aromatic group having 2 to 60 carbon atoms and at least onehetero atom selected from N, O, P, and S as a ring-forming atoms. AC₁-C₆₀ heteroarylene group refers to a divalent group having the samestructure as the C₁-C₆₀ heteroaryl group. Non-limiting examples of theC₁-C₆₀ heteroaryl group are a pyridinyl group, a pyrimidinyl group, apyrazinyl group, a pyridazinyl group, a triazinyl group, a quinolinylgroup, and/or an isoquinolinyl group. When the C₁-C₆₀ heteroaryl and/orthe C₁-C₆₀ heteroarylene include at least two rings, the rings may befused to each other.

As used herein, a C₆-C₆₀ aryloxy group refers to a group represented by—OA₁₀₂ (where A₁₀₂ is the C₆-C₆₀ aryl group as described above), and aC₆-C₆₀ arylthio group refers to a group represented by —SA₁₀₃ (whereA₁₀₃ is the C₆-C₆₀ aryl group as described above).

As used herein, a monovalent non-aromatic condensed polycyclic grouprefers to a monovalent group having at least two rings condensed to eachother, in which only carbon atoms (for example, 8 to 60 carbon atoms)are exclusively included as ring-forming atoms, and the entire moleculedoes not have aromacity. A non-limiting example of the monovalentnon-aromatic condensed polycyclic group is a fluorenyl group. A divalentnon-aromatic condensed polycyclic group refers to a divalent grouphaving the same structure as the monovalent non-aromatic condensedpolycyclic group.

As used herein, a monovalent non-aromatic condensed heteropolycyclicgroup refers to a monovalent group having at least two rings condensedto each other, in which carbon atoms (for example, 2 to 60 carbon atoms)and at least one hetero atom selected from N, O, P, and S are asring-forming atoms, and the entire molecule does not have aromacity. Anon-limiting example of the monovalent non-aromatic condensedheteropolycyclic group is a carbazolyl group. A divalent non-aromaticcondensed heteropolycyclic group refers to a divalent group having thesame structure as the monovalent non-aromatic condensed heteropolycyclicgroup.

As used herein, at least one substituent of the substituted C₃-C₁₀cycloalkylene group, the substituted C₂-C₁₀ heterocycloalkylene group,the substituted C₃-C₁₀ cycloalkenylene group, the substituted C₂-C₁₀heterocycloalkenylene group, the substituted C₆-C₆₀ arylene group, thesubstituted C₁-C₆₀ heteroarylene group, the substituted divalentnon-aromatic condensed polycyclic group, the substituted divalentnon-aromatic condensed heteropolycyclic group, the substituted C₁-C₆₀alkyl group, the substituted C₂-C₆₀ alkenyl group, the substitutedC₂-C₆₀ alkynyl group, the substituted C₁-C₆₀ alkoxy group, thesubstituted C₃-C₁₀ cycloalkyl group, the substituted C₂-C₁₀heterocycloalkyl group, the substituted C₃-C₁₀ cycloalkenyl group, thesubstituted C₂-C₁₀ heterocycloalkenyl group, the substituted C₆-C₆₀ arylgroup, the substituted C₆-C₆₀ aryloxy group, the substituted C₆-C₆₀arylthio group, the substituted C₁-C₆₀ heteroaryl group, the substitutedmonovalent non-aromatic condensed polycyclic group, and/or thesubstituted monovalent non-aromatic condensed heteropolycyclic group,may be selected from

a deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amino group, an amidino group, a hydrazine group, a hydrazonegroup, a carboxylic acid group or a salt thereof, a sulfonic acid groupor a salt thereof, a phosphoric acid group or a salt thereof, a C₁-C₆₀alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group, and aC₁-C₆₀ alkoxy group,

a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group,and C₁-C₆₀ alkoxy group, each substituted with at least one selectedfrom a deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, anitro group, an amino group, an amidino group, a hydrazine group, ahydrazone group, a carboxylic acid group or a salt thereof, a sulfonicacid group or a salt thereof, a phosphoric acid group or a salt thereof,a C₃-C₁₀ cycloalkyl group, a C₂-C₁₀ heterocycloalkyl group, a C₃-C₁₀cycloalkenyl group, a C₂-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ arylgroup, a C₆-C₆₀ aryloxyl group, a C₆-C₆₀ arylthio group, a C₂-C₆₀heteroaryl group, a monovalent non-aromatic condensed polycyclic group,a monovalent non-aromatic condensed heteropolycyclic group,—N(Q₁₁)(Q₁₂), —Si(Q₁₃)(Q₁₄)(Q₁₅), and —B(Q₁₆)(Q₁₇), C₃-C₁₀ cycloalkylgroup, a C₂-C₁₀ heterocycloalkyl group, a C₃-C₁₀ cycloalkenyl group, aC₂-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₆-C₆₀ aryloxygroup, a C₆-C₆₀ arylthio group, a C₂-C₆₀ heteroaryl group, a monovalentnon-aromatic condensed polycyclic group, and a monovalent non-aromaticcondensed heteropolycyclic group,

a C₃-C₁₀ cycloalkyl group, a C₂-C₁₀ heterocycloalkyl group, a C₃-C₁₀cycloalkenyl group, a C₂-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ arylgroup, a C₆-C₆₀ aryloxy group, a C₆-C₆₀ arylthio group, a C₂-C₆₀heteroaryl group, a monovalent non-aromatic condensed polycyclic group,and a monovalent non-aromatic condensed heteropolycyclic group, eachsubstituted with at least one of a deuterium, —F, —Cl, —Br, —I, ahydroxyl group, a cyano group, a nitro group, an amino group, an amidinogroup, a hydrazine group, a hydrazone group, a carboxylic acid group ora salt thereof, a sulfonic acid group or a salt thereof, a phosphoricacid group or a salt thereof, a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenylgroup, a C₂-C₆₀ alkynyl group, a C₁-C₆₀ alkoxy group, a C₃-C₁₀cycloalkyl group, a C₂-C₁₀ heterocycloalkyl group, a C₃-C₁₀ cycloalkenylgroup, a C₂-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₆-C₆₀aryloxy group, a C₆-C₆₀ arylthio group, a C₂-C₆₀ heteroaryl group, amonovalent non-aromatic condensed polycyclic group, a monovalentnon-aromatic condensed heteropolycyclic group, —N(Q₂₁)(Q₂₂),—Si(Q₂₃)(Q₂₄)(Q₂₅), and —B(Q₂₆)(Q₂₇), and

—N(Q₃₁)(Q₃₂), —Si(Q₃₃)(Q₃₄)(Q₃₅), and —B(Q₃₆)(Q₃₇),

wherein Q₁₁ to Q₁₇, Q₂₁ to Q₂₇, and Q₃₁ to Q₃₇ may be each independentlyselected from a hydrogen, a deuterium, —F, —Cl, —Br, —I, a hydroxylgroup, a cyano group, a nitro group, an amino group, an amidino group, ahydrazine group, a hydrazone group, a carboxylic acid group or a saltthereof, a sulfonic acid group or a salt thereof, a phosphoric acidgroup or a salt thereof, a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, aC₂-C₆₀ alkynyl group, a C₁-C₆₀ alkoxy group, a C₃-C₁₀ cycloalkyl group,a C₂-C₁₀ heterocycloalkyl group, a C₃-C₁₀ cycloalkenyl group, a C₂-C₁₀heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₂-C₆₀ heteroarylgroup, a monovalent non-aromatic condensed polycyclic group, and/or amonovalent non-aromatic condensed heteropolycyclic group.

In one embodiment, at least one substituent of the substituted C₃-C₁₀cycloalkylene group, the substituted C₂-C₁₀ heterocycloalkylene group,the substituted C₃-C₁₀ cycloalkenylene group, the substituted C₂-C₁₀heterocycloalkenylene group, the substituted C₆-C₆₀ heteroarylene group,the substituted C₁-C₆₀ heteroarylene group, the substituted divalentnon-aromatic condensed polycyclic group, the substituted divalentnon-aromatic condensed heteropolycyclic group, the substituted C₁-C₆₀alkyl group, the substituted C₂-C₆₀ alkenyl group, the substitutedC₂-C₆₀ alkynyl group, the substituted C₁-C₆₀ alkoxy group, thesubstituted C₃-C₁₀ cycloalkyl group, the substituted C₂-C₁₀heterocycloalkyl group, the substituted C₃-C₁₀ cycloalkenyl group, thesubstituted C₂-C₁₀ heterocycloalkenyl group, the substituted C₆-C₆₀ arylgroup, the substituted C₆-C₆₀ aryloxy group, the substituted C₆-C₆₀arylthio group, the substituted C₁-C₆₀ heteroaryl group, the substitutedmonovalent non-aromatic condensed polycyclic group, and/or thesubstituted monovalent non-aromatic condensed heteropolycyclic group maybe selected from

a deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amino group, an amidino group, a hydrazine group, a hydrazonegroup, a carboxylic acid group or a salt thereof, a sulfonic acid groupor a salt thereof, a phosphoric acid group or a salt thereof, a C₁-C₆₀alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group, and aC₁-C₆₀ alkoxy group,

a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group,and/or a C₁-C₆₀ alkoxy group, each substituted with at least oneselected from a deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyanogroup, a nitro group, an amino group, an amidino group, a hydrazinegroup, a hydrazone group, a carboxylic acid group or a salt thereof, asulfonic acid group or a salt thereof, a phosphoric acid group or a saltthereof, a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, acyclopentenyl group, a cyclohexenyl group, a phenyl group, a pentalenylgroup, an indenyl group, a naphthyl group, an azulenyl group, aheptalenyl group, an indacenyl group, an acenaphthyl group, a fluorenylgroup, a spiro-fluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenalenyl group, a phenanthrenyl group, ananthracenyl group, a fluoranthenyl group, a triphenylenyl group, apyrenyl group, a chrysenyl group, a naphthacenyl group, a picenyl group,a perylenyl group, a pentaphenyl group, a hexacenyl group, a pentacenylgroup, a rubicenyl group, a coronenyl group, an ovarenyl group, apyrrolyl group, a thiophenyl group, a furanyl group, an imidazolylgroup, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, anoxazolyl group, an isoxazolyl group, a pyridinyl group, a pyrazinylgroup, a pyrimidinyl group, a pyridazinyl group, an isoindolyl group, anindolyl group, an indazolyl group, a purinyl group, a quinolinyl group,an isoquinolinyl group, a benzoquinolinyl group, a phthalazinyl group, anaphthyridinyl group, a quinoxalinyl group, a quinazolinyl group, acinnolinyl group, a carbazolyl group, a phenanthridinyl group, anacridinyl group, a phenanthrolinyl group, a phenazinyl group, abenzoimidazolyl group, a benzofuranyl group, a benzothiophenyl group, anisobenzothiazolyl group, a benzoxazolyl group, an isobenzoxazolyl group,a triazolyl group, a tetrazolyl group, an oxadiazolyl group, a triazinylgroup, a dibenzofuranyl group, a dibenzothiophenyl group, abenzocarbazolyl group, a dibenzocarbazolyl group, a thiadiazolyl group,an imidazopyridinyl group, an imidazopyrimidinyl group, —N(Q₁₁)(Q₁₂),—Si(Q₁₃)(Q₁₄)(Q₁₅), and —B(Q₁₆)(Q₁₇),

a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, acyclopentenyl group, a cyclohexenyl group, a phenyl group, a pentalenylgroup, an indenyl group, a naphthyl group, an azulenyl group, aheptalenyl group, an indacenyl group, an acenaphthyl group, a fluorenylgroup, a spiro-fluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenalenyl group, a phenanthrenyl group, ananthracenyl group, a fluoranthenyl group, a triphenylenyl group, apyrenyl group, a chrysenyl group, a naphthacenyl group, a picenyl group,a perylenyl group, a pentaphenyl group, a hexacenyl group, a pentacenylgroup, a rubicenyl group, a coronenyl group, an ovarenyl group, apyrrolyl group, a thiophenyl group, a furanyl group, an imidazolylgroup, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, anoxazolyl group, an isoxazolyl group, a pyridinyl group, a pyrazinylgroup, a pyrimidinyl group, a pyridazinyl group, an isoindolyl group, anindolyl group, an indazolyl group, a purinyl group, a quinolinyl group,an isoquinolinyl group, a benzoquinolinyl group, a phthalazinyl group, anaphthyridinyl group, a quinoxalinyl group, a quinazolinyl group, acinnolinyl group, a carbazolyl group, a phenanthridinyl group, anacridinyl group, a phenanthrolinyl group, a phenazinyl group, abenzoimidazolyl group, a benzofuranyl group, a benzothiophenyl group, anisobenzothiazolyl group, a benzoxazolyl group, an isobenzoxazolyl group,a triazolyl group, a tetrazolyl group, an oxadiazolyl group, a triazinylgroup, a dibenzofuranyl group, a dibenzothiophenyl group, abenzocarbazolyl group, a dibenzocarbazolyl group, a thiadiazolyl group,an imidazopyridinyl group, and an imidazopyrimidinyl group,

a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, acyclopentenyl group, a cyclohexenyl group, a phenyl group, a pentalenylgroup, an indenyl group, a naphthyl group, an azulenyl group, aheptalenyl group, an indacenyl group, an acenaphthyl group, a fluorenylgroup, a spiro-fluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenalenyl group, a phenanthrenyl group, ananthracenyl group, a fluoranthenyl group, a triphenylenyl group, apyrenyl group, a chrysenyl group, a naphthacenyl group, a picenyl group,a perylenyl group, a pentaphenyl group, a hexacenyl group, a pentacenylgroup, a rubicenyl group, a coronenyl group, an ovarenyl group, apyrrolyl group, a thiophenyl group, a furanyl group, an imidazolylgroup, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, anoxazolyl group, an isoxazolyl group, a pyridinyl group, a pyrazinylgroup, a pyrimidinyl group, a pyridazinyl group, an isoindolyl group, anindolyl group, an indazolyl group, a purinyl group, a quinolinyl group,an isoquinolinyl group, a benzoquinolinyl group, a phthalazinyl group, anaphthyridinyl group, a quinoxalinyl group, a quinazolinyl group, acinnolinyl group, a carbazolyl group, a phenanthridinyl group, anacridinyl group, a phenanthrolinyl group, a phenazinyl group, abenzoimidazolyl group, a benzofuranyl group, a benzothiophenyl group, anisobenzothiazolyl group, a benzoxazolyl group, an isobenzoxazolyl group,a triazolyl group, a tetrazolyl group, an oxadiazolyl group, a triazinylgroup, a dibenzofuranyl group, a dibenzothiophenyl group, abenzocarbazolyl group, a dibenzocarbazolyl group, a thiadiazolyl group,an imidazopyridinyl group, and an imidazopyrimidinyl group, eachsubstituted with at least one selected from a deuterium, —F, —Cl, —Br,—I, a hydroxyl group, a cyano group, a nitro group, an amino group, anamidino group, a hydrazine group, a hydrazone group, a carboxylic acidgroup or a salt thereof, a sulfonic acid group or a salt thereof, aphosphoric acid group or a salt thereof, a C₁-C₆₀ alkyl group, a C₂-C₆₀alkenyl group, a C₂-C₆₀ alkynyl group, a C₁-C₆₀ alkoxy group, acyclopentyl group, a cyclohexyl group, a cycloheptyl group, acyclopentenyl group, a cyclohexenyl group, a phenyl group, a pentalenylgroup, an indenyl group, a naphthyl group, an azulenyl group, aheptalenyl group, an indacenyl group, an acenaphthyl group, a fluorenylgroup, a spiro-fluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenalenyl group, a phenanthrenyl group, ananthracenyl group, a fluoranthenyl group, a triphenylenyl group, apyrenyl group, a chrysenyl group, a naphthacenyl group, a picenyl group,a perylenyl group, a pentaphenyl group, a hexacenyl group, a pentacenylgroup, a rubicenyl group, a coronenyl group, an ovarenyl group, apyrrolyl group, a thiophenyl group, a furanyl group, an imidazolylgroup, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, anoxazolyl group, an isoxazolyl group, a pyridinyl group, a pyrazinylgroup, a pyrimidinyl group, a pyridazinyl group, an isoindolyl group, anindolyl group, an indazolyl group, a purinyl group, a quinolinyl group,an isoquinolinyl group, a benzoquinolinyl group, a phthalazinyl group, anaphthyridinyl group, a quinoxalinyl group, a quinazolinyl group, acinnolinyl group, a carbazolyl group, a phenanthridinyl group, anacridinyl group, a phenanthrolinyl group, a phenazinyl group, abenzoimidazolyl group, a benzofuranyl group, a benzothiophenyl group, anisobenzothiazolyl group, a benzoxazolyl group, an isobenzoxazolyl group,a triazolyl group, a tetrazolyl group, an oxadiazolyl group, a triazinylgroup, a dibenzofuranyl group, a dibenzothiophenyl group, abenzocarbazolyl group, a dibenzocarbazolyl group, a thiadiazolyl group,an imidazopyridinyl group, an imidazopyrimidinyl group, —N(Q₂₁)(Q₂₂),—Si(Q₂₃)(Q₂₄)(Q₂₅), and —B(Q₂₆)(Q₂₇), and

—N(Q₃₁)(Q₃₂), —Si(Q₃₃)(Q₃₄)(Q₃₅), and —B(Q₃₆)(Q₃₇),

wherein Q₁₁ to Q₁₇, Q₂₁ to Q₂₇, and Q₃₁ to Q₃₇ may be each independentlyselected from a hydrogen, a deuterium, —F, —Cl, —Br, —I, a hydroxylgroup, a cyano group, a nitro group, an amino group, an amidino group, ahydrazine group, a hydrazone group, a carboxylic acid group or a saltthereof, a sulfonic acid group or a salt thereof, a phosphoric acidgroup or a salt thereof, a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, aC₂-C₆₀ alkynyl group, a C₁-C₆₀ alkoxy group, a cyclopentyl group, acyclohexyl group, a cycloheptyl group, a cyclopentenyl group, acyclohexenyl group, a phenyl group, a pentalenyl group, an indenylgroup, a naphthyl group, an azulenyl group, a heptalenyl group, anindacenyl group, an acenaphthyl group, a fluorenyl group, aspiro-fluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group,a phenalenyl group, a phenanthrenyl group, an anthracenyl group, afluoranthenyl group, a triphenylenyl group, a pyrenyl group, a chrysenylgroup, a naphthacenyl group, a picenyl group, a perylenyl group, apentaphenyl group, a hexacenyl group, a pentacenyl group, a rubicenylgroup, a coronenyl group, an ovarenyl group, a pyrrolyl group, athiophenyl group, a furanyl group, an imidazolyl group, a pyrazolylgroup, a thiazolyl group, an isothiazolyl group, an oxazolyl group, anisoxazolyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinylgroup, a pyridazinyl group, an isoindolyl group, an indolyl group, anindazolyl group, a purinyl group, a quinolinyl group, an isoquinolinylgroup, a benzoquinolinyl group, a phthalazinyl group, a naphthyridinylgroup, a quinoxalinyl group, a quinazolinyl group, a cinnolinyl group, acarbazolyl group, a phenanthridinyl group, an acridinyl group, aphenanthrolinyl group, a phenazinyl group, a benzoimidazolyl group, abenzofuranyl group, a benzothiophenyl group, an isobenzothiazolyl group,a benzoxazolyl group, an isobenzoxazolyl group, a triazolyl group, atetrazolyl group, an oxadiazolyl group, a triazinyl group, adibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolylgroup, a dibenzocarbazolyl group, a thiadiazolyl group, animidazopyridinyl group, and/or an imidazopyrimidinyl group.

The acronym “Ph” used herein refers to phenyl, the acronym “Me” usedherein refers to methyl, the acronym “Et” used herein refers to ethyl,and the acronym “ter-Bu” or Bu^(t) used herein refers to tert-butyl.

Condensed cyclic compounds, and organic light-emitting devices includingthe same, of embodiments of the present disclosure will now be describedwith reference to the following examples. However, these examples areonly for illustrative purposes and are not intended to limit the scopeof the one or more embodiments of the present disclosure. In thefollowing synthesis examples, the expression that “B’ instead of ‘A’ wasused” means that ‘B’ and ‘A’ were used in equivalent amounts.

EXAMPLES Synthesis Example 1 Synthesis of Compound 13

Synthesis of Intermediate I-1

3.6 g (10.0 mmol) of 1,6-dibromopyrene was dissolved in 100 mL oftetrahydrofuran (THF) 100 mL, and 60 mmol of a 2.6M n-BuLi solution inTHF was dropwise added thereto at 0° C. in a nitrogen atmosphere, andthe resulting solution was stirred while maintaining the temperatureconstant for about 6 hours. Then, 5.53 g (60.0 mmol) of iodomethane wasdropwise added thereto. The temperature of the resulting reactionsolution was raised to room temperature, and the solution was stirredfor about 3 hours. 100 mL of water was added to the reaction solution,which was then extracted three times with 50 mL of ethylether. Anorganic layer was collected and was dried using magnesium sulfate toevaporate the solvent. The residue was separated and purified by silicagel column chromatography, followed by recrystallization with ethanol toobtain 1.73 g of Intermediate I-1 (Yield: 85%). This compound wasidentified using high-resolution mass spectrometry (HR-MS) and nuclearmagnetic resonance (NMR).

Synthesis of Intermediate I-2

3.45 g (15.0 mmol) of Intermediate I-1 was dissolved in 100 mL ofdichloromethane to obtain a solution, and 1.75 mL (15.0 mmol) of bromine(Br₂) was slowly dropwise added to the solution at about 0° C. Theresulting reaction solution was stirred at room temperature for about 12hours, and 60 mL water and 30 mL of a 20% aqueous thiosodium sulfatesolution were added to the reaction solution, which was then extractedthree times with 80 mL of dichloromethane. An organic layer wascollected and dried using magnesium sulfate to evaporate the solvent.The residue was separated and purified by silica gel columnchromatography, followed by recrystallization with adichloromethane/hexane solution to obtain 2.92 g of Intermediate I-2(Yield: 63%). This compound was identified using high-resolution massspectrometry (HR-MS) and nuclear magnetic resonance (NMR).

Synthesis of Intermediate I-3

3.09 g (10.0 mmol) of Intermediate I-2, 2.54 g (10.0 mmol) ofbis(pinacolato)diborone, 0.36 g (0.5 mmol) of[1,1′-bis(diphenylphosphino)ferrocene]dichloro palladium (II)](PdCl₂(dppf)₂), and 2.94 g (30.0 mmol) of KOAc were dissolved in 40 mLof dimethylsulfoxide (DMSO), and then stirred at about 80° C. for about6 hours. The resulting reaction solution was cooled down to roomtemperature, and then extracted three times with 50 mL of water and 50mL of diethylether. An organic layer was collected and dried usingmagnesium sulfate to evaporate the solvent. The residue was separatedand purified using silica gel column chromatography to obtain 2.53 g ofIntermediate I-3 (Yield: 71%). This compound was identified usinghigh-resolution mass spectrometry (HR-MS) and nuclear magnetic resonance(NMR).

Synthesis of Intermediate I-4

7.13 g (20.0 mmol) of Intermediate I-3, 4.04 g (20.0 mmol) of2-bromonitrobenzene, 1.15 g (1.0 mmol) oftetrakis(triphenylphosphine)palladium (Pd(PPh₃)₄), and 8.29 g (60.0mmol) of K₂CO₃ were dissolved in 60 mL of a mixed solution of THF andH₂O (2:1 by volume), and then stirred at about 70° C. for about 5 hours.The resulting reaction solution was cooled down to room temperature, and40 mL of water was added thereto, followed by extraction three timeswith 50 mL of diethylether. An organic layer was collected and driedusing magnesium sulfate to evaporate the solvent. The residue wasseparated and purified using silica gel column chromatography to obtain4.78 g of Intermediate I-4 (Yield: 68%). This compound was identifiedusing high-resolution mass spectrometry (HR-MS) and nuclear magneticresonance (NMR).

Synthesis of Intermediate I-5

5.27 g (15.0 mmol) of Intermediate I-4 was dissolved in 100 mL ofdichloromethane to obtain a solution, and 1.75 mL (15.0 mmol) of bromine(Br₂) was slowly dropwise added to the solution at about 0° C. Theresulting reaction solution was stirred at room temperature for about 12hours, and 60 mL water and 30 mL of a 20% aqueous thiosodium sulfatesolution were added to the reaction solution, which was then extractedthree times with 80 mL of dichloromethane. An organic layer wascollected and dried using magnesium sulfate to evaporate the solvent.The residue was separated and purified by silica gel columnchromatography, followed by recrystallization with adichloromethane/hexane solution to obtain 4.84 g of Intermediate I-5(Yield: 75%). This compound was identified using high-resolution massspectrometry (HR-MS) and nuclear magnetic resonance (NMR).

Synthesis of Intermediate I-6

4.30 g (10.0 mmol) of Intermediate I-5 and 5.77 g (22 mmol) oftriphenylphosphine (PPh₃) were dissolved in 30 mL of1,2-dichlorobenzene, and then stirred at about 170° C. for about 12hours. The resulting reaction solution was cooled down to roomtemperature, and the solvent was removed therefrom in a vacuum, followedby extraction three times with 50 mL of water and 50 mL ofdichloromethane. An organic layer was collected and dried usingmagnesium sulfate to evaporate the solvent. The residue was separatedand purified using silica gel column chromatography to obtain 2.67 g ofIntermediate I-6 (Yield: 67%). This compound was identified usinghigh-resolution mass spectrometry (HR-MS) and nuclear magnetic resonance(NMR).

Synthesis of Intermediate I-7

3.98 g (10.0 mmol) of Intermediate I-6, 3.06 g (15.0 mmol) ofiodobenzene, 0.19 g (1.0 mmol) of CuI, 0.05 g (0.2 mmol) of 18-Crown-6,and 4.15 g (30.0 mmol) of K₂CO₃ were dissolved in 30 mL of1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone (DMPU) and stirred atabout 170° C. for about 12 hours. The resulting reaction solution wascooled down to room temperature, and then extracted three times with 50mL of water and 50 mL of dichloromethane. An organic layer was collectedand dried using magnesium sulfate to evaporate the solvent. The residuewas separated and purified using silica gel column chromatography toobtain 3.84 g of Intermediate I-7 (Yield: 81%). This compound wasidentified using high-resolution mass spectrometry (HR-MS) and nuclearmagnetic resonance (NMR).

Synthesis of Intermediate I-8

3.24 g (10.0 mmol) of 4-bromotriphenylamine, 2.54 g (10.0 mmol) ofbis(pinacolato)diborone, 0.36 g (0.5 mmol) of PdCl₂(dppf)₂, and 2.94 g(30.0 mmol) of KOAc were dissolved in 40 mL of DMSO, and stirred atabout 80° C. for about 6 hours. The resulting reaction solution wascooled down to room temperature, and then extracted three times with 50mL of water and 50 mL of diethylether. An organic layer was collectedand dried using magnesium sulfate to evaporate the solvent. The residuewas separated and purified using silica gel column chromatography toobtain 2.57 g of Intermediate I-8 (Yield: 89%). This compound wasidentified using high-resolution mass spectrometry (HR-MS) and nuclearmagnetic resonance (NMR).

Synthesis of Compound 13

2.37 g (5.0 mmol) of Intermediate I-7, 1.86 g (5.0 mmol) of IntermediateI-8, 0.29 g (0.25 mmol) of tetrakis(triphenylphosphine)palladium(Pd(PPh₃)₄), and 2.07 g (15.0 mmol) of K₂CO₃ were dissolved in 30 mL ofa mixed solution of THF and H₂O (2:1 by volume), and then stirred atabout 70° C. for about 5 hours. The resulting reaction solution wascooled down to room temperature, and then extracted three times with 50mL of water and 50 mL of diethylether. An organic layer was collectedand dried using magnesium sulfate to evaporate the solvent. The residuewas separated and purified using silica gel column chromatography toobtain 2.11 g of Compound 13 (Yield: 66%). This compound was identifiedusing high-resolution mass spectrometry (HR-MS) and nuclear magneticresonance (NMR).

C₄₈H₃₄N₂ calc.: 638.27. found [M+1] 639.26.

Synthesis Example 2 Synthesis of Compound 7

1.90 g (4.0 mmol) of Intermediate I-7, 1.34 g (4.0 mmol) of IntermediateI-9 (illustrated below), 37 mg (0.04 mmol) of Pd₂(dba)₃, 8 mg (0.04mmol) of PtBu₃, and 0.58 g (6.0 mmol) of KOtBu were dissolved in 30 mLof toluene, and then stirred at about 85° C. for about 5 hours. Theresulting reaction solution was cooled down to room temperature, andthen extracted three times with 50 mL of water and 50 mL ofdiethylether. An organic layer was collected and dried using magnesiumsulfate to evaporate the solvent. The residue was separated and purifiedusing silica gel column chromatography to obtain 2.07 g of Compound 7(Yield: 71%).

Synthesis Example 3 Synthesis of Compound 9

Compound 9 was synthesized as in Synthesis Example 2, except thatC(CH₃)₃Cl, instead of iodomethane, was used to synthesize IntermediateI-1, and Intermediate I-10 (illustrated below) was used, instead ofIntermediate I-9 used to synthesize Compound 7.

Synthesis Example 4 Synthesis of Compound 12

Compound 12 was synthesized as in Synthesis Example 2, except thatIntermediate I-11 (illustrated below) was used instead of IntermediateI-9.

Synthesis Example 5 Synthesis of Compound 21

Compound 21 was synthesized as in Synthesis Example 1, except thattrimethylsilylchloride, instead of iodomethane, was used to synthesizeIntermediate I-1, and Intermediate I-12 (illustrated below) was used,instead of Intermediate I-8 used to synthesize Compound 7.

Synthesis Example 6 Synthesis of Compound 1

Compound 1 was synthesized as in Synthesis Example 2, except thatdiphenylamine, instead of Intermediate I-9, was used.

Synthesis Example 7 Synthesis of Compound 2

Compound 2 was synthesized as in Synthesis Example 2, except thatbis(4-tert-butylphenyl)amine), instead of Intermediate I-9, was used.

Synthesis Example 8 Synthesis of Compound 3

Compound 3 was synthesized as in Synthesis Example 2, except thatbis(4-(trimethylsilyl)phenyl)amine, instead of Intermediate I-9, wasused.

Synthesis Example 9 Synthesis of Compound 4

Compound 4 was synthesized as in Synthesis Example 2, except thatIntermediate I-13 (illustrated below), instead of Intermediate I-9, wasused.

Synthesis Example 10 Synthesis of Compound 5

Compound 5 was synthesized as in Synthesis Example 9, except thatC(CH₃)₃Cl, instead of iodomethane, was used to synthesize IntermediateI-1.

Synthesis Example 11 Synthesis of Compound 6

Compound 11 was synthesized as in Synthesis Example 2, except that

C(CH₃)₃Cl, instead of iodomethane, was used to synthesize IntermediateI-1, and Intermediate I-14 (illustrated below) was used, instead ofIntermediate I-9 used to synthesize Compound 7.

Synthesis Example 12 Synthesis of Compound 8

Compound 8 was synthesized as in Synthesis Example 2, except thatIntermediate I-10, instead of Intermediate I-9, was used.

Synthesis Example 13 Synthesis of Compound 10

Compound 10 was synthesized as in Synthesis Example 2, except thatIntermediate I-15 (illustrated below), instead of Intermediate I-9, wasused.

Synthesis Example 14 Synthesis of Compound 11

Compound 11 was synthesized as in Synthesis Example 2, except thatIntermediate I-16 (illustrated below), instead of Intermediate I-9, wasused.

Synthesis Example 15 Synthesis of Compound 14

Compound 14 was synthesized as in Synthesis Example 1, except thatC(CH₃)₃Cl, instead of iodomethane, was used to synthesize IntermediateI-1.

Synthesis Example 16 Synthesis of Compound 15

Compound 15 was synthesized as in Synthesis Example 1, except that

Intermediate I-17 (illustrated below) was used, instead of IntermediateI-8 used to synthesize Compound 13.

Synthesis Example 17 Synthesis of Compound 16

Compound 16 was synthesized as in Synthesis Example 1, except thatIntermediate I-18 (illustrated below), instead of Intermediate I-8, wasused.

Synthesis Example 18 Synthesis of Compound 17

Compound 17 was synthesized as in Synthesis Example 1, except thatC(CH₃)₃Cl, instead of iodomethane, was used to synthesize IntermediateI-1, and Intermediate I-19 (illustrated below) was used, instead ofIntermediate I-8 used to synthesize Compound 13.

Synthesis Example 19 Synthesis of Compound 18

Compound 18 was synthesized as in Synthesis Example 1, except thatIntermediate I-20 (illustrated below), instead of Intermediate I-8, wasused.

Synthesis Example 20 Synthesis of Compound 19

Compound 19 was synthesized as in Synthesis Example 1, except thatIntermediate I-12, instead of Intermediate I-8, was used.

Synthesis Example 21 Synthesis of Compound 20

Compound 20 was synthesized as in Synthesis Example 1, except thatIntermediate I-21 (illustrated below), instead of Intermediate I-8, wasused.

The results of analyses of Compounds 1 to 21 of Synthesis Examples 1 to21 by 1H NMR and mass spectroscopy/fast atom bombardment (MS/FAB) areshown in Table 1.

TABLE 1 Com- MS/FAB pound ¹H NMR (CDCl₃, 400 MHz) found calc. 1 σ = 8.41(d, 1H), 8.34 (d, 1H), 563.25 562.24 8.24-8.22 (m, 1H), 8.15 (d, 1H),8.04-8.01 (m, 1H), 7.52-7.48 (m, 2H), 7.45-7.42 (m, 2H), 7.38-7.27 (m,4H), 7.12-7.03 (m, 5H), 6.65 (t, 2H), 6.20-6.18 (m, 4H), 2.78 (s, 3H),2.57 (s, 3H) 2 σ = 8.42 (d, 1H), 8.34 (d, 1H), 8.26-8.24 (m, 1H), 675.36674.37 8.16 (d, 1H), 8.04-8.02 (m, 1H), 7.53-7.48 (m, 2H), 7.46-7.43 (m,2H), 7.36-7.22 (m, 8H), 7.09-7.07 (m, 1H), 6.48-6.46 (m, 4H), 2.78 (s,3H), 2.57 (s, 3H), 1.50 (s, 18H) 3 σ = 8.41 (d, 1H), 8.33 (d, 1H),8.25-8.23 (m, 1H), 707.31 706.32 8.17-8.16 (m, 1H), 8.04-8.02 (m, 1H),7.52-7.48 (m, 2H), 7.45-7.26 (m, 10H), 7.08-7.07 (m, 1H), 6.56-6.54 (m,4H), 2.78 (s, 3H), 2.57 (s, 3H), 0.24 (s, 18H) 4 σ = 8.42 (d, 1H), 8.32(d, 1H), 8.25-8.15 (m, 3H), 653.26 652.25 7.82 (d, 1H), 7.70-7.64 (m,2H), 7.52-7.25 (m, 11H), 7.06-7.02 (m, 2H), 6.97-6.92 (m, 2H), 6.63-6.60(m, 1H), 6.24 (d, 2H), 2.78 (s, 3H), 2.57 (s, 3H) 5 σ = 8.48 (d, 1H),8.46 (d, 1H), 8.36-8.31 737.34 736.35 (m, 3H), 7.82 (d, 1H), 7.71-7.65(m, 2H), 7.61-7.53 (m, 2H), 7.50-7.28 (m, 8H), 7.09-7.01 (m, 3H),6.95-6.91 (m, 2H), 6.64-6.61 (m, 1H), 6.23 (d, 2H), 1.55 (s, 9H), 1.48(s, 9H) 6 σ = 8.48 (d, 1H), 8.46 (d, 1H), 8.37-8.32 809.37 808.38 (m,3H), 7.83-7.82 (m, 1H), 7.71-7.64 (m, 2H), 7.59-7.53 (m, 2H), 7.50-7.29(m, 10H), 7.21-7.20 (m, 1H), 6.95-6.91 (m, 2H), 6.53-6.51 (m, 2H), 1.56(s, 9H), 1.49 (s, 9H), 0.25 (s, 9H) 7 σ = 8.42 (d, 1H), 8.32 (d, 1H),8.26-8.24 (m, 1H), 729.27 728.28 8.16 (d, 1H), 7.98-7.96 (m, 1H), 7.82(d, 1H), 7.72-7.64 (m, 2H), 7.61-7.25 (m, 15H), 7.14-7.12 (m, 1H),7.09-6.94 (m, 4H), 6.91-6.87 (m, 1H), 6.75-6.74 (m, 1H), 2.77 (s, 3H),2.56 (s, 3H) 8 σ = 8.41 (d, 1H), 8.31 (d, 1H), 8.25-8.24 733.30 732.29(m, 1H), 8.11 (d, 1H), 7.96 (d, 1H), 7.69-7.55 (m, 6H), 7.53-7.48 (m,5H), 7.46-7.25 (m, 8H), 7.11-7.02 (m, 3H), 6.67 (s, 1H), 6.60 (t, 1H),6.08 (d, 2H), 2.78 (s, 3H), 2.57 (s, 3H) 9 σ = 8.53 (d, 1H), 8.42 (d,1H), 8.33-8.27 (m, 2H), 817.38 816.39 8.16 (d, 1H), 7.69-7.28 (m, 19H),7.11-7.02 (m, 4H), 6.62-6.58 (m, 1H), 6.11-6.09 (m, 2H), 1.55 (s, 9H),1.48 (s, 9H) 10 σ = 8.42 (d, 1H), 8.32 (d, 1H), 8.26-8.24 (m, 1H),789.35 788.36 8.13-8.11 (m, 1H), 7.97 (d, 1H), 7.69-7.61 (m, 4H),7.59-7.55 (m, 2H), 7.53-7.48 (m, 5H), 7.45-7.25 (m, 8H), 7.14-7.08 (m,3H), 6.88-6.87 (m, 1H), 6.40-6.38 (m, 2H), 2.78 (s, 3H), 2.57 (s, 3H),1.50 (s, 9H) 11 σ = 8.41 (d, 1H), 8.32 (d, 1H), 8.27-8.25 (m, 1H),679.31 678.30 8.16 (d, 1H), 8.01 (d, 1H), 7.76 (d, 1H), 7.52-7.48 (m,2H), 7.45-7.26 (m, 8H), 7.11-7.03 (m, 5H), 6.70 (d, 1H), 6.65-6.61 (m,1H), 6.40-6.39 (m, 1H), 6.17 (d, 2H), 2.77 (s, 3H), 2.56 (s, 3H), 1.61(s, 6H) 12 σ = 8.42 (d, 1H), 8.36-8.33 (m, 2H), 8.26-8.24 823.31 822.30(m, 1H), 8.02 (d, 1H), 7.83-7.80 (m, 2H), 7.69-7.64 (m, 7H), 7.54-7.24(m, 16H), 7.01-6.99 (m, 1H), 6.90-6.86 (m, 1H), 6.70 (s, 1H), 2.78 (s,3H), 2.57 (s, 3H) 13 σ = 8.45 (d, 1H), 8.38-8.36 (m, 1H), 639.26 638.278.29-8.17 (m, 3H), 7.60 (s, 1H), 7.52-7.25 (m, 10H), 7.08-7.04 (m, 4H),6.89-6.86 (m, 2H), 6.65 (t, 2H), 6.16-6.13 (m, 4H), 2.78 (s, 3H), 2.72(s, 3H) 14 σ = 8.46 (d, 1H), 8.38-8.31 (m, 3H), 723.36 722.37 8.17 (d,1H), 7.81 (s, 1H), 7.57-7.54 (m, 2H), 7.48-7.28 (m, 8H), 7.08-7.04 (m,4H), 6.90-6.88 (m, 2H), 6.66-6.63 (m, 2H), 6.16-6.13 (m, 4H), 1.55 (s,9H), 1.51 (s, 9H) 15 σ = 8.45 (d, 1H), 8.38 (d, 1H), 8.28-8.20 783.34782.35 (m, 3H), 7.61-7.60 (m, 1H), 7.52-7.28 (m, 14H), 6.88-6.86 (m,2H), 6.59 (d, 4H), 2.77 (s, 3H), 2.71 (s, 3H), 0.25 (s, 18H) 16 σ = 8.46(d, 1H), 8.39 (d, 1H), 8.29-8.20 787.33 786.34 (m, 3H), 7.61-7.55 (m,3H), 7.53-7.40 (m, 7H), 7.38-7.27 (m, 8H), 7.21-7.15 (m, 2H), 7.00-6.96(m, 1H), 6.87- 6.82 (m, 3H), 6.49-6.47 (m, 2H), 2.78 (s, 3H), 2.72 (s,3H), 0.24 (s, 9H) 17 σ = 8.45 (d, 1H), 8.38-8.30 (m, 3H), 8.18 889.40888.41 (d, 1H), 7.83-7.81 (m, 2H), 7.70-7.27 (m, 19H), 7.15-7.13 (m,1H), 7.06-6.88 (m, 5H), 6.30-6.28 (m, 2H), 1.55 (s, 9H), 1.51 (s, 9H) 18σ = 8.45 (d, 1H), 8.36 (d, 1H), 8.28-8.17 899.35 898.34 (m, 3H), 7.82(d, 1H), 7.70-7.56 (m, 9H), 7.54-7.23 (m, 18H), 7.01-6.99 (m, 1H),6.93-6.89 (m, 1H), 6.35-6.33 (m, 2H), 2.78 (s, 3H), 2.72 (s, 3H) 19 σ =8.44 (d, 1H), 8.35 (d, 1H), 8.29-8.17 809.32 808.33 (m, 3H), 7.69-7.60(m, 5H), 7.54-7.25 (m, 17H), 7.13-7.03 (m, 3H), 6.91-6.89 (m, 2H), 6.62(t, 1H), 6.16-6.14 (m, 2H), 2.79 (s, 3H), 2.73 (s, 3H) 20 σ = 8.45 (d,1H), 8.36 (d, 1H), 8.29-8.18 885.37 884.36 (m, 3H), 7.69-7.55 (m, 11H),7.54-7.27 (m, 16H), 7.20-7.15 (m, 2H), 7.07-6.98 (m, 2H), 6.93-6.85 (m,3H), 2.78 (s, 3H), 2.72 (s, 3H) 21 σ = 8.58 (d, 1H), 8.47 (d, 1H),8.37-8.31 925.36 924.37 (m, 3H), 8.18 (s, 1H), 7.69-7.60 (m, 5H),7.55-7.32 (m, 16H), 7.13-7.03 (m, 3H), 6.63-6.60 (m, 1H), 6.26-6.19 (m,4H), 0.61 (s, 9H), 0.45 (s, 9H)

Example 1

A corning 15 Ω/cm² (1200 Å) ITO glass substrate was cut to a size of 50mm×50 mm×0.7 mm and then sonicated in isopropyl alcohol and pure watereach for five minutes, and then cleaned by irradiation of ultravioletrays for 30 minutes and exposure to ozone. The resulting ITO glasssubstrate was mounted into a vacuum deposition device.

After 2-TNATA was vacuum-deposited on the ITO anode of the ITO glasssubstrate to form an HIL having a thickness of 600 Å, NPB was depositedon the HIL to form a HTL having a thickness of about 300 Å, and then ADN(host) and Compound 13 (dopant) were co-deposited in a weight ratio of98:2 on the HTL to form an EML having a thickness of about 300 Å.

Then, Alq₃ was deposited on the EML to form an ETL having a thickness ofabout 300 Å, and then LiF was deposited on the ETL to form an EIL havinga thickness of about 10 Å. Then, Al was deposited on the EIL to form acathode having a thickness of about 3000 Å, thereby completing themanufacture of an organic light-emitting device.

Example 2

An organic light-emitting device was manufactured as in Example 1,except that Compound 7 instead of Compound 13 was used as a dopant toform the EML.

Example 3

An organic light-emitting device was manufactured as in Example 1,except that Compound 9 instead of Compound 13 was used as a dopant toform the EML.

Example 4

An organic light-emitting device was manufactured as in Example 1,except that Compound 12 instead of Compound 13 was used as a dopant toform the EML.

Example 5

An organic light-emitting device was manufactured as in Example 1,except that Compound 21, instead of Compound 13, was used as a dopant toform the EML.

Comparative Example 1

An organic light-emitting device was manufactured as in Example 1,except that Compound A instead of Compound 13 was used as a dopant toform the EML.

Comparative Example 2

An organic light-emitting device was manufactured as in Example 1,except that Compound B, instead of Compound 13, was used as a dopant toform the EML.

Comparative Example 3

An organic light-emitting device was manufactured as in Example 1,except that Compound C, instead of Compound 13, was used as a dopant toform the EML.

Comparative Example 4

An organic light-emitting device was manufactured as in Example 1,except that Compound D, instead of Compound 13, was used as a dopant toform the EML.

Comparative Example 5

An organic light-emitting device was manufactured as in Example 1,except that Compound E, instead of Compound 13, was used as a dopant toform the EML.

Evaluation Example 1

Driving voltages, current densities, luminances, efficiencies, andhalf-lifetimes of the organic light-emitting devices of Examples 1 to 5and Comparative Examples 1 to 5 were evaluated using a KeithleySource-Measure Unit (SMU 236) and a PR650 (Spectrascan) Colorimeter.(available from Photo Research, Inc.). The results are shown in Table 2below. A half-lifetime was measured as the time taken until a measuredinitial luminance (assumed as 100%) is reduced to 50%.)

TABLE 2 Half- Driving Current lifetime Dopant in voltage densityLuminance Efficiency Emission (hr @100 m Example EML (V) (mA/cm²)(cd/m²) (cd/A) color A/cm²) Example 1 Compound 13 6.10 50 3160 6.32 Blue322 Example 2 Compound 7 5.98 50 3565 7.13 Blue 345 Example 3 Compound 96.03 50 3505 7.01 Blue 338 Example 4 Compound 12 5.93 50 3670 7.34 Blue351 Example 5 Compound 21 6.12 50 3205 6.41 Blue 316 ComparativeCompound A 7.01 50 2695 5.39 Blue 258 Example 1 Comparative Compound B6.57 50 2830 5.66 Blue 263 Example 2 Comparative Compound C 6.65 50 28755.75 Blue 280 Example 3 Comparative Compound D 7.46 50 1095 2.19 Blue 96Example 4 Comparative Compound E 7.61 50 990 1.98 Blue 87 Example 5

Referring to Table 2, the organic light-emitting devices of Examples 1to 5 were found to have improved driving voltages, improved luminances,improved efficiencies, and improved half-lifetimes, compared to those ofthe organic light-emitting devices of Comparative Examples 1 to 5.

According to one or more embodiments of the present disclosure, anorganic light-emitting device including the condensed cyclic compound ofFormula 1 may have low driving voltage, high efficiency, a highluminance, and long lifetime.

It should be understood that the exemplary embodiments described thereinshould be considered in a descriptive sense only and not for purposes oflimitation.

Descriptions of features or aspects within each embodiment shouldtypically be considered as available for other similar features oraspects in other embodiments.

While one or more embodiments of the present disclosure have beendescribed with reference to the figures, it will be understood by thoseof ordinary skill in the art that various changes in form and detailsmay be made therein without departing from the spirit and scope of thepresent disclosure as defined by the following claims and equivalentsthereof.

What is claimed is:
 1. A condensed cyclic compound represented byFormula 1:

wherein R₁ to R₇, and R₁₂ to R₁₅ are each independently selected from ahydrogen, a deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyanogroup, a nitro group, an amino group, an amidino group, a hydrazine, ahydrazone, a carboxylic acid group or a salt thereof, a sulfonic acidgroup or a salt thereof, a phoshoric acid group or a salt thereof, aC₁-C₆₀ alkyl group, and/or a C₁-C₆₀ alkoxy group, a C₁-C₆₀ alkyl groupand a C₁-C₆₀ alkoxy group, each substituted with at least one selectedfrom a deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, anitro group, an amino group, an amidino group, a hydrazine, a hydrazone,a carboxylic acid group or a salt thereof, a sulfonic acid group or asalt thereof, and a phoshoric acid group or a salt thereof, a phenylgroup and/or a naphthyl group, a phenyl and/or a naphthyl group, eachsubstituted with at least one selected from a deuterium, —F, —Cl, —Br,—I, a hydroxyl group, a cyano group, a nitro group, an amino group, anamidino group, a hydrazine, a hydrazone, a carboxylic acid group or asalt thereof, a sulfonic acid group or a salt thereof, a phoshoric acidgroup or a salt thereof, a C₁-C₆₀ alkyl group, a C₁-C₆₀ alkoxy group, aphenyl group, and a naphthyl group, and/or —Si(Q₁)(Q₂)(Q₃), wherein Q₁to Q₃ are each independently selected from a C₁-C₆₀ alkyl group, and/ora C₁-C₆₀ alkyl group substituted with at least one selected from adeuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amino group, an amidino group, a hydrazine group, a hydrazonegroup, a carboxylic acid group or a salt thereof, a sulfonic acid groupor a salt thereof, and a phosphoric acid group or a salt thereof; atleast one of R₁ to R₇ is selected from a C₁-C₆₀ alkyl group, a C₁-C₆₀alkyl group substituted with at least one selected from a deuterium, —F,—Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an aminogroup, an amidino group, a hydrazine, a hydrazone, a carboxylic acidgroup or a salt thereof, a sulfonic acid group or a salt thereof, and aphoshoric acid group or a salt thereof, and/or —Si(Q₁)(Q₂)(Q₃); L₁ isselected from a substituted or unsubstituted C₃-C₁₀ cycloalkylene group,a substituted or unsubstituted C₂-C₁₀ heterocycloalkylene group, asubstituted or unsubstituted C₃-C₁₀ cycloalkenylene group, a substitutedor unsubstituted C₂-C₁₀ heterocycloalkenylene group, a substituted orunsubstituted C₆-C₆₀ arylene group, a substituted or unsubstitutedC₁-C₆₀ heteroarylene group, a substituted or unsubstituted divalentnon-aromatic condensed polycyclic group, and/or a substituted orunsubstituted divalent non-aromatic condensed heteropolycyclic group; a1is selected from 0, 1, 2, and 3; R₁₁ is selected from a substituted orunsubstituted C₁-C₆₀ alkyl group, a substituted or unsubstituted C₃-C₁₀cycloalkyl group, a substituted or unsubstituted C₂-C₁₀ heterocycloalkylgroup, a substituted or unsubstituted C₂-C₁₀ cycloalkenyl group, asubstituted or unsubstituted C₂-C₁₀ heterocycloalkenyl group, asubstituted or unsubstituted C₆-C₆₀ aryl group, a substituted orunsubstituted C₁-C₆₀ heteroaryl group, a substituted or unsubstitutedmonovalent non-aromatic condensed polycyclic group, and/or a substitutedor unsubstituted monovalent non-aromatic condensed heteropolycyclicgroup; and Ar₁ and Ar₂ are each independently selected from asubstituted or unsubstituted C₃-C₁₀ cycloalkyl group, a substituted orunsubstituted C₂-C₁₀ heterocycloalkyl group, a substituted orunsubstituted C₃-C₁₀ cycloalkenyl group, a substituted or unsubstitutedC₂-C₁₀ heterocycloalkenyl group, a substituted or unsubstituted C₆-C₆₀aryl group, a substituted or unsubstituted C₁-C₆₀ heteroaryl group, asubstituted or unsubstituted monovalent non-aromatic condensedpolycyclic group, and/or a substituted or unsubstituted monovalentnon-aromatic condensed heteropolycyclic group, wherein at least onesubstituent of the substituted C₃-C₁₀ cycloalkylene group, thesubstituted C₂-C₁₀ heterocycloalkylene group, the substituted C₃-C₁₀cycloalkenylene group, the substituted C₂-C₁₀ heterocycloalkenylenegroup, the substituted C₆-C₆₀ arylene group, the substituted C₁-C₆₀heteroarylene group, the substituted divalent non-aromatic condensedpolycyclic group, the substituted divalent non-aromatic condensedheteropolycyclic group, the substituted C₁-C₆₀ alkyl group, thesubstituted C₃-C₁₀ cycloalkyl group, the substituted C₂-C₁₀heterocycloalkyl group, the substituted C₃-C₁₀ cycloalkenyl group, thesubstituted C₂-C₁₀ heterocycloalkenyl group, the substituted C₆-C₆₀ arylgroup, the substituted C₂-C₆₀ heteroaryl group, the substitutedmonovalent non-aromatic condensed polycyclic group, and/or thesubstituted monovalent non-aromatic condensed heteropolycyclic group isselected from a deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyanogroup, a nitro group, an amino group, an amidino group, a hydrazinegroup, a hydrazone group, a carboxylic acid group or a salt thereof, asulfonic acid group or a salt thereof, a phosphoric acid group or a saltthereof, a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynylgroup, and a C₁-C₆₀ alkoxy group, a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenylgroup, a C₂-C₃₀ alkynyl group, and a C₁-C₆₀ alkoxy group, eachsubstituted with at least one selected from a deuterium, —F, —Cl, —Br,—I, a hydroxyl group, a cyano group, a nitro group, an amino group, anamidino group, a hydrazine group, a hydrazone group, a carboxylic acidgroup or a salt thereof, a sulfonic acid group or a salt thereof, aphosphoric acid group or a salt thereof, a C₃-C₁₀ cycloalkyl group, aC₂-C₁₀ heterocycloalkyl group, a C₃-C₁₀ cycloalkenyl group, a C₂-C₁₀heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₆-C₆₀ aryloxy group, aC₆-C₆₀ arylthio group, a C₂-C₆₀ heteroaryl group, a monovalentnon-aromatic condensed polycyclic group, a monovalent non-aromaticcondensed heteropolycyclic group, —N(Q₁₁)(Q₁₂), —Si(Q₁₃)(Q₁₄)(Q₁₅), and—B(Q₁₆)(Q₁₇), a C₃-C₁₀ cycloalkyl group, a C₂-C₁₀ heterocycloalkylgroup, a C₃-C₁₀ cycloalkenyl group, a C₂-C₁₀ heterocycloalkenyl group, aC₆-C₆₀ aryl group, a C₆-C₆₀ aryloxy group, a C₆-C₆₀ arylthio group, aC₂-C₆₀ heteroaryl group, a monovalent non-aromatic condensed polycyclicgroup, and a monovalent non-aromatic condensed heteropolycyclic group, aC₃-C₁₀ cycloalkyl group, a C₂-C₁₀ heterocycloalkyl group, a C₃-C₁₀cycloalkenyl group, a C₂-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ arylgroup, a C₆-C₆₀ aryloxy group, a C₆-C₆₀ arylthio group, a C₂-C₆₀heteroaryl group, a monovalent non-aromatic condensed polycyclic group,and a monovalent non-aromatic condensed heteropolycyclic group, eachsubstituted with at least one selected from a deuterium, —F, —Cl, —Br,—I, a hydroxyl group, a cyano group, a nitro group, an amino group, anamidino group, a hydrazine group, a hydrazone group, a carboxylic acidgroup or a salt thereof, a sulfonic acid group or a salt thereof, aphosphoric acid group or a salt thereof, a C₁-C₆₀ alkyl group, a C₂-C₆₀alkenyl group, a C₂-C₆₀ alkynyl group, a C₁-C₆₀ alkoxy group, a C₃-C₁₀cycloalkyl group, a C₂-C₁₀ heterocycloalkyl group, a C₃-C₁₀ cycloalkenylgroup, a C₂-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₆-C₆₀aryloxy group, a C₆-C₆₀ arylthio group, a C₂-C₆₀ heteroaryl group, amonovalent non-aromatic condensed polycyclic group, a monovalentnon-aromatic condensed heteropolycyclic group, —N(Q₂₁)(Q₂₂),—Si(Q₂₃)(Q₂₄)(Q₂₅), and —B(Q₂₆)(Q₂₇), and —N(Q₃₁)(Q₃₂),—Si(Q₃₃)(Q₃₄)(Q₃₅), and —B(Q₃₆)(Q₃₇), wherein Q₁₁ to Q₁₇, Q₂₁ to Q₂₇,and Q₃₁ to Q₃₇ are each independently a hydrogen, a deuterium, —F, —Cl,—Br, —I, a hydroxyl group, a cyano group, a nitro group, an amino group,an amidino group, a hydrazine group, a hydrazone group, a carboxylicacid group or a salt thereof, a sulfonic acid group or a salt thereof, aphosphoric acid group or a salt thereof, a C₁-C₆₀ alkyl group, a C₂-C₆₀alkenyl group, a C₂-C₆₀ alkynyl group, a C₁-C₆₀ alkoxy group, a C₃-C₁₀cycloalkyl group, a C₂-C₁₀ heterocycloalkyl group, a C₃-C₁₀ cycloalkenylgroup, a C₂-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₂-C₆₀heteroaryl group, a monovalent non-aromatic condensed polycyclic group,and/or a monovalent non-aromatic condensed heteropolycyclic group. 2.The condensed cyclic compound of claim 1, wherein R₁ to R₇, and R₁₂ toR₁₅ are each independently selected from a hydrogen, a deuterium, —F,—Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an aminogroup, an amidino group, a hydrazine, a hydrazone, a carboxylic acidgroup or a salt thereof, a sulfonic acid group or a salt thereof, aphoshoric acid group or a salt thereof, a C₁-C₂₀ alkyl group, and/or aC₁-C₂₀ alkoxy group, a C₁-C₂₀ alkyl group and/or a C₁-C₂₀ alkoxy group,each substituted with at least one selected from a deuterium, —F, —Cl,—Br, —I, a hydroxyl group, a cyano group, a nitro group, an amino group,an amidino group, a hydrazine group, a hydrazone group, a carboxylicacid group or a salt thereof, a sulfonic acid group or a salt thereof,and a phosphoric acid group or a salt thereof, and/or —Si(Q₁)(Q₂)(Q₃),wherein Q₁ to Q₃ are each independently selected from a C₁-C₂₀ alkylgroup and/or a C₁-C₂₀ alkyl group substituted with at least one selectedfrom a deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, anitro group, an amino group, an amidino group, a hydrazine group, ahydrazone group, a carboxylic acid group or a salt thereof, a sulfonicacid group or a salt thereof, and a phosphoric acid group or a saltthereof; and at least one of R₁ to R₇ is selected from a C₁-C₂₀ alkylgroup, a C₁-C₂₀ alkyl group substituted with at least one selected froma deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amino group, an amidino group, a hydrazine, a hydrazone, acarboxylic acid group or a salt thereof, a sulfonic acid group or a saltthereof, and a phoshoric acid group or a salt thereof, and/or—Si(Q₁)(Q₂)(Q₃).
 3. The condensed cyclic compound of claim 1, whereintwo of R₁ to R₇ are each independently selected from a C₁-C₆₀ alkylgroup, a C₁-C₆₀ alkyl group substituted with at least one selected froma deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amino group, an amidino group, a hydrazine, a hydrazone, acarboxylic acid group or a salt thereof, a sulfonic acid group or a saltthereof, and a phoshoric acid group or a salt thereof, and/or—Si(Q₁)(Q₂)(Q₃).
 4. The condensed cyclic compound of claim 1, wherein atleast one of R₁ to R₅ is selected from a C₁-C₂₀ alkyl group, a C₁-C₂₀alkyl group substituted with at least one selected from a deuterium, —F,—Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an aminogroup, an amidino group, a hydrazine, a hydrazone, a carboxylic acidgroup or a salt thereof, a sulfonic acid group or a salt thereof, and aphoshoric acid group or a salt thereof, and/or —Si(Q₁)(Q₂)(Q₃), whereinQ₁ to Q₃ are each independently selected from a C₂₀ alkyl group and/or aC₁-C₂₀ alkyl group substituted with at least one selected from adeuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amino group, an amidino group, a hydrazine group, a hydrazonegroup, a carboxylic acid group or a salt thereof, a sulfonic acid groupor a salt thereof, and a phosphoric acid group or a salt thereof.
 5. Thecondensed cyclic compound of claim 1, wherein the condensed cycliccompound of Formula 1 is a compound represented by one of Formulae 1(1),1(2), and 1(3):

wherein R₁₁ to R₁₅, L₁, a1, Ar₁, and Ar₂ are as defined in claim 1; andR₁ and R₅ are each independently selected from a C₁-C₂₀ alkyl group, aC₁-C₂₀ alkyl group substituted with at least one selected from adeuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amino group, an amidino group, a hydrazine, a hydrazone, acarboxylic acid group or a salt thereof, a sulfonic acid group or a saltthereof, and a phoshoric acid group or a salt thereof, and/or—Si(Q₁)(Q₂)(Q₃), wherein Q₁ to Q₃ are each independently selected from aC₁-C₂₀ alkyl group and/or a C₁-C₂₀ alkyl group substituted with at leastone selected from a deuterium, —F, —Cl, —Br, —I, a hydroxyl group, acyano group, a nitro group, an amino group, an amidino group, ahydrazine group, a hydrazone group, a carboxylic acid group or a saltthereof, a sulfonic acid group or a salt thereof, and a phosphoric acidgroup or a salt thereof.
 6. The condensed cyclic compound of claim 5,wherein R₁ and R₅ are each independently selected from a methyl group,an ethyl group, a propyl group, a n-butyl group, an isobutyl group, asec-butyl group, a tert-butyl group, a n-pentyl group, an isopentylgroup, a tert-pentyl group, an n-hexyl group, an isohexyl group, asec-hexyl group, a tert-hexyl group, an n-heptyl group, an isoheptylgroup a sec-heptyl group, a tert-heptyl group, a n-octyl, an isooctylgroup, a sec-octyl group, a tert-octyl group, an n-nonyl group, anisononyl group, a sec-nonyl group, a tert-nonyl group, an n-decanylgroup, an isodecanyl group, a sec-decanyl group, and/or a tert-decanylgroup, and/or —Si(Q₁)(Q₂)(Q₃), wherein Q₁ to Q₃ are each independentlyselected from a methyl group, an ethyl group, a propyl group, a n-butylgroup, an isobutyl group, a sec-butyl group, a tert-butyl group, an-pentyl group, an isopentyl group, a tert-pentyl group, an n-hexylgroup, an isohexyl group, a sec-hexyl group, a tert-hexyl group, ann-heptyl group, an isoheptyl group a sec-heptyl group, a tert-heptylgroup, a n-octyl, an isooctyl group, a sec-octyl group, a tert-octylgroup, an n-nonyl group, an isononyl group, a sec-nonyl group, atert-nonyl group, an n-decanyl group, an isodecanyl group, a sec-decanylgroup, and/or a tert-decanyl group.
 7. The condensed cyclic compound ofclaim 1, wherein L₁ is selected from a phenylene group, a pentalenylenegroup, an indenylene group, a naphthylene group, an azulenylene group, aheptalenylene group, an indacenylene group, an acenaphthylene group, afluorenylene group, a spiro-fluorenylene group, a benzofluorenylenegroup, a dibenzofluorenylene group, a phenalenylene group, aphenanthrenylene group, an anthracenylene group, a fluoranthenylenegroup, a triphenylenylene group, a pyrenylene group, a chrysenylenegroup, a naphthacenylene group, a picenylene group, a perylenylenegroup, a pentaphenylene group, a hexacenylene group, a pentacenylenegroup, a rubicenylene group, a coronenylene group, an ovalenylene group,a pyrrolylene group, a thiophenylene group, a furanylene group, animidazolylene group, a pyrazolylene group, a thiazolylene group, anisothiazolylene group, an oxazolylene group, an isoxazolylene group, apyridinylene group, a pyrazinylene group, a pyrimidinylene group, apyridazinylene group, an isoindolylene group, an indolylene group, anindazolylene group, a purinylene group, a quinolinylene group, anisoquinolinylene group, a benzoquinolinylene group, a phthalazinylenegroup, a naphthyridinylene group, a quinoxalinylene group, aquinazolinylene group, a cinnolinylene group, a carbazolylene group, aphenanthridinylene group, an acridinylene group, a phenanthrolinylenegroup, a phenazinylene group, a benzoimidazolylene group, abenzofuranylene group, a benzothiophenylene group, anisobenzothiazolylene group, a benzoxazolylene group, anisobenzoxazolylene group, a triazolylene group, a tetrazolylene group,an oxadiazolylene group, a triazinylene group, a dibenzofuranylenegroup, a dibenzothiophenylene group, a benzocarbazolylene group, adibenzocarbazolylene group, a thiadiazolyene group, animidazopyridinylene group, and/or an imidazopyrimidinylene group; and/ora phenylene group, a pentalenylene group, an indenylene group, anaphthylene group, an azulenylene group, a heptalenylene group, anindacenylene group, an acenaphthylene group, a fluorenylene group, aspiro-fluorenylene group, a benzofluorenylene group, adibenzofluorenylene group, a phenalenylene group, a phenanthrenylenegroup, an anthracenylene group, a fluoranthenylene group, atriphenylenylene group, a pyrenylene group, a chrysenylene group, anaphthacenylene group, a picenylene group, a perylenylene group, apentaphenylene group, a hexacenylene group, a pentacenylene group, arubicenylene group, a coronenylene group, an ovalenylene group, apyrrolylene group, a thiophenylene group, a furanylene group, animidazolylene group, a pyrazolylene group, a thiazolylene group, anisothiazolylene group, an oxazolylene group, an isoxazolylene group, apyridinylene group, a pyrazinylene group, a pyrimidinylene group, apyridazinylene group, an isoindolylene group, an indolylene group, anindazolylene group, a purinylene group, a quinolinylene group, anisoquinolinylene group, a benzoquinolinylene group, a phthalazinylenegroup, a naphthyridinylene group, a quinoxalinylene group, aquinazolinylene group, a cinnolinylene group, a carbazolylene group, aphenanthridinylene group, an acridinylene group, a phenanthrolinylenegroup, a phenazinylene group, a benzoimidazolylene group, abenzofuranylene group, a benzothiophenylene group, anisobenzothiazolylene group, a benzoxazolylene group, anisobenzoxazolylene group, a triazolylene group, a tetrazolylene group,an oxadiazolylene group, a triazinylene group, a dibenzofuranylenegroup, a dibenzothiophenylene group, a benzocarbazolylene group, adibenzocarbazolylene group, a thiadiazolyene group, animidazopyridinylene group, and/or an imidazopyrimidinylene group, eachsubstituted with at least one selected from a deuterium, —F, —Cl, —Br,—I, a hydroxyl group, a cyano group, a nitro group, an amino group, anamidino group, a hydrazine group, a hydrazone group, a carboxylic acidgroup or a salt thereof, a sulfonic acid group or a salt thereof, aphosphoric acid group or a salt thereof, a C₁-C₂₀ alkyl group, an aC₁-C₂₀ alkoxy group, a cyclopentyl group, a cyclohexyl group, acycloheptyl group, a cyclopentenyl group, a cyclohexenyl group, a phenylgroup, a pentalenyl group, an indenyl group, a naphthyl group, anazulenyl group, a heptalenyl group, an indacenyl group, an acenaphthylgroup, a fluorenyl group, a spiro-fluorenyl group, a benzofluorenylgroup, a dibenzofluorenyl group, a phenalenyl group, a phenanthrenylgroup, an anthracenyl group, a fluoranthenyl group, a triphenylenylgroup, a pyrenyl group, a chrysenyl group, a naphthacenyl group, apycenyl group, a perylenyl group, a pentaphenyl group, a hexacenylgroup, a pentacenyl group, a rubicenyl group, a coronenyl group, anovalenyl group, a pyrrolyl group, a thiophenyl group, a furanyl group,an imidazolyl group, a pyrazolyl group, a thiazolyl group, anisothiazolyl group, an oxazolyl group, an isoxazolyl group, a pyridinylgroup, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, anisoindolyl group, an indolyl group, an indazolyl group, a purinyl group,a quinolinyl group, an isoquinolinyl group, a benzoquinolinyl group, aphthalazinyl group, a naphthyridinyl group, a quinoxalinyl group, aquinazolinyl group, a cinnolinyl group, a carbazolyl group, aphenanthridinyl group, an acridinyl group, a phenanthrolinyl group, aphenazinyl group, a benzoimidazolyl group, a benzofuranyl group, abenzothiophenyl group, an isobenzothiazolyl group, a benzoxazolyl group,an isobenzoxazolyl group, a triazolyl group, a tetrazolyl group, anoxadiazolyl group, a triazinyl group, a dibenzofuranyl group, adibenzothiophenyl group, a benzocarbazolyl group, a dibenzocarbazolylgroup, a thiadiazolyl group, an imidazopyridinyl group, and animidazopyrimidinyl group.
 8. The condensed cyclic compound of claim 1,wherein L₁ is represented by one of Formulae 3-1 to 3-32:

wherein Y₁ is O, S, C(Z₃)(Z₄), N(Z₅), or Si(Z₆)(Z₇); Z₁ to Z₇ are eachindependently selected from a hydrogen, a deuterium, —F, —Cl, —Br, —I, ahydroxyl group, a cyano group, a nitro group, an amino group, an amidinogroup, a hydrazine group, a hydrazone group, a carboxylic acid group ora salt thereof, a sulfonic acid group or a salt thereof, a phosphoricacid group or a salt thereof, a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxygroup, a phenyl group, a naphthyl group, a fluorenyl group, aspiro-fluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group,a phenanthrenyl group, an anthracenyl group, a pyrenyl group, achrysenyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinylgroup, a pyridazinyl group, a quinolinyl group, an isoquinolinyl group,a quinoxalinyl group, a quinazolinyl group, a carbazolyl group, and/or atriazinyl group; d1 is an integer selected from 1 to 4; d2 is an integerselected from 1 to 3; d3 is an integer selected from 1 to 6; d4 is aninteger selected from 1 to 8; d5 is 1 or 2; d6 is an integer selectedfrom 1 to 5; and * and *′ are binding sites with adjacent atoms
 9. Thecondensed cyclic compound of claim 1, wherein L₁ is represented by oneof Formulae 4-1 to 4-23:

wherein * and *′ are binding sites with adjacent atoms.
 10. Thecondensed cyclic compound of claim 1, wherein a1 is 0 or
 1. 11. Thecondensed cyclic compound of claim 1, wherein R₁₁, Ar₁, and Ar₂ are eachindependently selected from a phenyl group, a pentalenyl group, anindenyl group, a naphthyl group, an azulenyl group, a heptalenyl group,an indacenyl group, an acenaphthyl group, a fluorenyl group, aspiro-fluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group,a phenalenyl group, a phenanthrenyl group, an anthracenyl group, afluoranthenyl group, a triphenylenyl group, a pyrenyl group, a chrysenylgroup, a naphthacenyl group, a picenyl group, a perylenyl group, apentaphenyl group, a hexacenyl group, a pentacenyl group, a rubicenylgroup, a coronenyl group, an ovalenyl group, a pyrrolyl group, athiophenyl group, a furanyl group, an imidazolyl group, a pyrazolylgroup, a thiazolyl group, an isothiazolyl group, an oxazolyl group, anisoxazolyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinylgroup, a pyridazinyl group, an isoindolyl group, an indolyl group, anindazolyl group, a purinyl group, a quinolinyl group, an isoquinolinylgroup, a benzoquinolinyl group, a phthalazinyl group, a naphthyridinylgroup, a quinoxalinyl group, a quinazolinyl group, a cinnolinyl group, acarbazolyl group, a phenanthridinyl group, an acridinyl group, aphenanthrolinyl group, a phenazinyl group, a benzoimidazolyl group, abenzofuranyl group, a benzothiophenyl group, an isobenzothiazolyl group,a benzoxazolyl group, an isobenzoxazolyl group, a triazolyl group, atetrazolyl group, an oxadiazolyl group, a triazinyl group, adibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolylgroup, a dibenzocarbazolyl group, a thiadiazolyl group, animidazopyridinyl group, and/or an imidazopyrimidinyl group, and/or aphenyl group, a pentalenyl group, an indenyl group, a naphthyl group, anazulenyl group, a heptalenyl group, an indacenyl group, an acenaphthylgroup, a fluorenyl group, a spiro-fluorenyl group, a benzofluorenylgroup, a dibenzofluorenyl group, a phenalenyl group, a phenanthrenylgroup, an anthracenyl group, a fluoranthenyl group, a triphenylenylgroup, a pyrenyl group, a chrysenyl group, a naphthacenyl group, apycenyl group, a perylenyl group, a pentaphenyl group, a hexacenylgroup, a pentacenyl group, a rubicenyl group, a coronenyl group, anovalenyl group, a pyrrolyl group, a thiophenyl group, a furanyl group,an imidazolyl group, a pyrazolyl group, a thiazolyl group, anisothiazolyl group, an oxazolyl group, an isoxazolyl group, a pyridinylgroup, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, anisoindolyl group, an indolyl group, an indazolyl group, a purinyl group,a quinolinyl group, an isoquinolinyl group, a benzoquinolinyl group, aphthalazinyl group, a naphthyridinyl group, a quinoxalinyl group, aquinazolinyl group, a cinnolinyl group, a carbazolyl group, aphenanthridinyl group, an acridinyl group, a phenanthrolinyl group, aphenazinyl group, a benzoimidazolyl group, a benzofuranyl group, abenzothiophenyl group, an isobenzothiazolyl group, a benzoxazolyl group,an isobenzoxazolyl group, a triazolyl group, a tetrazolyl group, anoxadiazolyl group, a triazinyl group, a dibenzofuranyl group, adibenzothiophenyl group, a benzocarbazolyl group, a dibenzocarbazolylgroup, a thiadiazolyl group, an imidazopyridinyl group, and/or animidazopyrimidinyl group, each substituted with at least one selectedfrom a deuterium —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, anitro group, an amino group, an amidino group, a hydrazine group, ahydrazone group, a carboxylic acid group or a salt thereof, a sulfonicacid group or a salt thereof, a phosphoric acid group or a salt thereof,a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, a cyclopentenyl group, acyclohexyl group, a cycloheptyl, a cyclopentenyl, a cyclohexenyl group,a phenyl group, a pentalenyl group, an indenyl group, a naphthyl group,an azulenyl group, a heptalenyl group, an indacenyl group, anacenaphthyl group, a fluorenyl group, a spiro-fluorenyl group, abenzofluorenyl group, a dibenzofluorenyl group, a phenalenyl group, aphenanthrenyl group, an anthracenyl group, a fluoranthenyl group, atriphenylenyl group, a pyrenyl group, a chrysenyl group, a naphthacenylgroup, a pycenyl group, a perylenyl group, a pentaphenyl group, ahexacenyl group, a pentacenyl group, a rubicenyl group, a coronenylgroup, an ovalenyl group, a pyrrolyl group, a thiophenyl group, afuranyl group, an imidazolyl group, a pyrazolyl group, a thiazolylgroup, an isothiazolyl group, an oxazolyl group, an isoxazolyl group, apyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinylgroup, an isoindolyl group, an indolyl group, an indazolyl group, apurinyl group, a quinolinyl group, an isoquinolinyl group, abenzoquinolinyl group, a phthalazinyl group, a naphthyridinyl group, aquinoxalinyl group, a quinazolinyl group, a cinnolinyl group, acarbazolyl group, a phenanthridinyl group, an acridinyl group, aphenanthrolinyl group, a phenazinyl group, a benzoimidazolyl group, abenzofuranyl group, a benzothiophenyl group, an isobenzothiazolyl group,a benzoxazolyl group, an isobenzoxazolyl group, a triazolyl group, atetrazolyl group, an oxadiazolyl group, a triazinyl group, adibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolylgroup, a dibenzocarbazolyl group, a thiadiazolyl group, animidazopyridinyl group, an imidazopyrimidinyl group, andSi(Q₃₃)(Q₃₄)(Q₃₅), wherein Q₃₃ to Q₃₅ are each independently selectedfrom a hydrogen, a deuterium, —F, —Cl, —Br, —I, a hydroxyl group, acyano group, a nitro group, an amino group, an amidino groups, ahydrazine, a hydrazone, a carboxylic acid group or a salt thereof, asulfonic acid group or a salt thereof, a phosphoric acid group or a saltthereof, a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, a phenyl group, anaphthyl group, a fluorenyl group, a spiro-fluorenyl group, abenzofluorenyl group, a dibenzofluorenyl group, a phenanthrenyl group,an anthracenyl group, a pyrenyl group, a chrysenyl group, a pyridinylgroup, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, aquinolinyl group, an isoquinolinyl group, a quinoxalinyl group, aquinazolinyl group, a carbazolyl group, and/or a triazinyl group. 12.The condensed cyclic compound of claim 1, wherein R₁₁, Ar₁ and Ar₂ areeach independently selected from a phenyl group, a naphthyl group, afluorenyl group, a spiro-fluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, apyrenyl group, a chrysenyl group, a pyridinyl group, a pyrazinyl group,a pyrimidinyl group, a pyridazinyl group, a quinolinyl group, anisoquinolinyl group, a quinoxalinyl group, a quinazolinyl group, acarbazolyl group, a triazinyl group, a benzofuranyl group, adibenzothiophenyl group, a benzocarbazolyl group, and/or adibenzocarbazolyl group, and/or a phenyl group, a naphthyl group, afluorenyl group, a spiro-fluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, apyrenyl group, a chrysenyl group, a pyridinyl group, a pyrazinyl group,a pyrimidinyl group, a pyridazinyl group, a quinolinyl group, anisoquinolinyl group, a quinoxalinyl group, a quinazolinyl group, acarbazolyl group, a triazinyl group, a benzofuranyl group, adibenzothiophenyl group, a benzocarbazolyl group, and/or adibenzocarbazolyl group, each substituted with at least one selectedfrom a deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, anitro group, an amino group, an amidino group, a hydrazine group, ahydrazone group, a carboxylic acid group or a salt thereof, a sulfonicacid group or a salt thereof, a phosphoric acid group or a salt thereof,a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, a phenyl group, a naphthylgroup, a fluorenyl group, a spiro-fluorenyl group, a benzofluorenylgroup, a dibenzofluorenyl group, a phenanthrenyl group, an anthracenylgroup, a pyrenyl group, a chrysenyl group, a pyridinyl group, apyrazinyl group, a pyrimidinyl group, a pyridazinyl group, a quinolinylgroup, an isoquinolinyl group, a quinoxalinyl group, a quinazolinylgroup, a carbazolyl group, a triazinyl group, a benzofuranyl group, adibenzothiophenyl group, a benzocarbazolyl group, a dibenzocarbazolylgroup, and —Si(Q₃₃)(Q₃₄)(Q₃₅), wherein Q₃₃ to Q₃₅ are each independentlyselected from a hydrogen, a deuterium, —F, —Cl, —Br, —I, a hydroxylgroup, a cyano group, a nitro group, an amino group, an amidino groups,a hydrazine, a hydrazone, a carboxylic acid group or a salt thereof, asulfonic acid group or a salt thereof, a phosphoric acid group or a saltthereof, a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, a phenyl group, anaphthyl group, a fluorenyl group, a spiro-fluorenyl group, abenzofluorenyl group, a dibenzofluorenyl group, a phenanthrenyl group,an anthracenyl group, a pyrenyl group, a chrysenyl group, a pyridinylgroup, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, aquinolinyl group, an isoquinolinyl group, a quinoxalinyl group, aquinazolinyl group, a carbazolyl group, and/or a triazinyl group. 13.The condensed cyclic compound of claim 1, wherein R₁₁, Ar₁, and Ar₂ areeach independently selected from the groups represented by Formulae 5-1to 5-14:

wherein Y₃₁ is O, S, C(Z₃₃)(Z₃₄), or N(Z₃₅); Z₃₁ to Z₃₅ are eachindependently selected from a hydrogen, a deuterium, —F, —Cl, —Br, —I, ahydroxyl group, a cyano group, a nitro group, an amino group, an amidinogroup, a hydrazine, a hydrazone, a carboxylic acid group or a saltthereof, a sulfonic acid group or a salt thereof, a phoshoric acid groupor a salt thereof, a C₁-C₂₀ alkyl group, and/or a C₁-C₂₀ alkoxy group, aC₁-C₂₀ alkyl group and/or a C₁-C₂₀ alkoxy group, each substituted withat least one selected from a deuterium, —F, —Cl, —Br, —I, a hydroxylgroup, a cyano group, a nitro group, an amino group, an amidino group, ahydrazine, a hydrazone, a carboxylic acid group or a salt thereof, asulfonic acid group or a salt thereof, and a phoshoric acid group or asalt thereof, a phenyl group, a naphthyl group, a fluorenyl group, aspiro-fluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group,a phenanthrenyl group, an anthracenyl group, a pyrenyl group, achrysenyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinylgroup, a pyridazinyl group, a quinolinyl group, an isoquinolinyl group,a quinoxalinyl group, a quinazolinyl group, a carbazolyl group, atriazinyl group, a benzofuranyl group, a dibenzothiophenyl group, abenzocarbazolyl group, and/or a dibenzocarbazolyl group, a phenyl group,a naphthyl group, a fluorenyl group, a spiro-fluorenyl group, abenzofluorenyl group, a dibenzofluorenyl group, a phenanthrenyl group,an anthracenyl group, a pyrenyl group, a chrysenyl group, a pyridinylgroup, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, aquinolinyl group, an isoquinolinyl group, a quinoxalinyl group, aquinazolinyl group, a carbazolyl group, a triazinyl group, abenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolyl group,and/or a dibenzocarbazolyl group, each substituted with at least oneselected from a deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyanogroup, a nitro group, an amino group, an amidino group, a hydrazinegroup, a hydrazone group, a carboxylic group or a salt thereof, asulfonic acid group or a salt thereof, a phosphoric acid group or a saltthereof, a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, a phenyl group,and a naphthyl group, and/or —Si(Q₃₃)(Q₃₄)(Q₃₅), wherein Q₃₃ to Q₃₅ areeach independently selected from a hydrogen, a deuterium, —F, —Cl, —Br,—I, a hydroxyl group, a cyano group, a nitro group, an amino group, anamidino groups, a hydrazine, a hydrazone, a carboxylic acid group or asalt thereof, a sulfonic acid group or a salt thereof, a phosphoric acidgroup or a salt thereof, a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, aphenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenylgroup, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenylgroup, an anthracenyl group, a pyrenyl group, a chrysenyl group, apyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinylgroup, a quinolinyl group, an isoquinolinyl group, a quinoxalinyl group,a quinazolinyl group, a carbazolyl group, and/or a triazinyl group; e1is an integer of 1 to 5; e2 is an integer of 1 to 7; e3 is an integer of1 to 3; e4 is an integer of 1 to 4; e5 is 1 or 2; and * is a bindingsite with an adjacent atom.
 14. The condensed cyclic compound of claim1, wherein R₁₁, Ar₁ and Ar₂ are each independently selected from thegroups represented by Formulae 6-1 to 6-22:

wherein * is a binding site with an adjacent atom.
 15. The condensedcyclic compound of claim 1, wherein the condensed cyclic compound ofFormula 1 is one of Compounds 1 to 21:


16. An organic light-emitting device comprising: a first electrode; asecond electrode; and an organic layer between the first electrode andthe second electrode, the organic layer comprising an emission layer andthe condensed cyclic compound of claim
 1. 17. The organic light-emittingdevice of claim 16, wherein the first electrode is an anode, the secondelectrode is a cathode, and the organic layer comprises i) a holetransport region between the first electrode and the emission layer, thehole transport region comprising at least one of a hole injection layer,a hole transport layer, a buffer layer, and an electron blocking layer,and ii) an electron transport region between the emission layer and thesecond electrode, electron transport region comprising at least one of ahole blocking layer, an electron transport layer, and an electroninjection layer.
 18. The organic light-emitting device of claim 17,wherein the emission layer comprises the at least one of the condensedcyclic compounds.
 19. The organic light-emitting device of claim 18,wherein the emission layer further comprises a compound represented byFormula 301:Ar₃₀₁-[(L₃₀₁)_(xb1)-R₃₀₁]_(xb2)  Formula 301 wherein Ar₃₀₁ is selectedfrom a naphthalene, a heptalene, a fluorenene, a spiro-fluorene, abenzofluorene, a dibenzofluorene, a phenalene, a phenanthrene, ananthracene, a fluoranthene, a triphenylene, a pyrene, a chrysene, anaphthacene, a picene, a perylene, a pentaphene, and/or anindenoanthracene, and/or a naphthalene, a heptalene, a fluorenene, aspiro-fluorene, a benzofluorene, a dibenzofluorene, a phenalene, aphenanthrene, an anthracene, a fluoranthene, a triphenylene, a pyrene, achrysene, a naphthacene, a picene, a perylene, a pentaphene, and/or anindenoanthracene, each substituted with at least one selected from adeuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amino group, an amidino group, a hydrazine group, a hydrazonegroup, a carboxylic acid group or a salt thereof, a sulfonic acid groupor a salt thereof, a phosphoric acid group or a salt thereof, a C₁-C₆₀alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group, a C₁-C₆₀alkoxy group, a C₃-C₁₀ cycloalkyl group, a C₂-C₁₀ heterocycloalkylgroup, a C₃-C₁₀ cycloalkenyl group, a C₂-C₁₀ heterocycloalkenyl group, aC₆-C₆₀ aryl group, a C₆-C₆₀ aryloxy group, a C₆-C₆₀ arylthio group, aC₂-C₆₀ heteroaryl group, a monovalent non-aromatic condensed polycyclicgroup, a monovalent non-aromatic condensed heteropolycyclic group, and—Si(Q₃₀₁)(Q₃₀₂)(Q₃₀₃), wherein Q₃₀₁ to Q₃₀₃ are each independentlyselected from a hydrogen, C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, aC₆-C₆₀ aryl group, and a C₂-C₆₀ heteroaryl group; L₃₀₁ is selected froma substituted or unsubstituted C₃-C₁₀ cycloalkylene group, a substitutedor unsubstituted C₂-C₁₀ heterocycloalkylene group, a substituted orunsubstituted C₃-C₁₀cycloalkenylene group, a substituted orunsubstituted C₂-C₁₀ heterocycloalkenylene group, a substituted orunsubstituted C₆-C₆₀ arylene group, a substituted or unsubstitutedC₂-C₆₀ heteroarylene group, a substituted or unsubstituted divalentnon-aromatic condensed polycyclic group, and/or a substituted orunsubstituted divalent non-aromatic condensed heteropolycyclic group;R₃₀₁ is selected from a C₁-C₂₀ alkyl group and/or a C₁-C₂₀ alkoxy group,a C₁-C₂₀ alkyl group and/or a C₁-C₂₀ alkoxy group, each substituted withat least one selected from a deuterium, —F, —Cl, —Br, —I, a hydroxylgroup, a cyano group, a nitro group, an amino group, an amidino group, ahydrazine group, a hydrazone group, a carboxylic acid group or a saltthereof, a sulfonic acid group or a salt thereof, a phosphoric acidgroup or a salt thereof, a phenyl group, a naphthyl group, a fluorenylgroup, a spiro-fluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, apyrenyl group, a chrysenyl group, a pyridinyl group, a pyrazinyl group,a pyrimidinyl group, a pyridazinyl group, a quinolinyl group, anisoquinolinyl group, a quinoxalinyl group, a quinazolinyl group, acarbazolyl group, and a triazinyl group, a phenyl group, a naphthylgroup, a fluorenyl group, a spiro-fluorenyl group, a benzofluorenylgroup, a dibenzofluorenyl group, a phenanthrenyl group, an anthracenylgroup, a pyrenyl group, a chrysenyl group, a pyridinyl group, apyrazinyl group, a pyrimidinyl group, a pyridazinyl group, a quinolinylgroup, an isoquinolinyl group, a quinoxalinyl group, a quinazolinylgroup, a carbazolyl group, and/or a triazinyl group, and/or a phenylgroup, a naphthyl group, a fluorenyl group, a spiro-fluorenyl group, abenzofluorenyl group, a dibenzofluorenyl group, a phenanthrenyl group,an anthracenyl group, a pyrenyl group, a chrysenyl group, a pyridinylgroup, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, aquinolinyl group, an isoquinolinyl group, a quinoxalinyl group, aquinazolinyl group, a carbazolyl group, and/or a triazinyl group, eachsubstituted with at least one selected from a deuterium, —F, —Cl, —Br,—I, a hydroxyl group, a cyano group, a nitro group, an amino group, anamidino group, a hydrazine group, a hydrazone group, a carboxylic acidgroup or a salt thereof, a sulfonic acid group or a salt thereof, aphosphoric acid group or a salt thereof, a C₁-C₂₀ alkyl group, a C₁-C₂₀alkoxy group, a phenyl group, a naphthyl group, a fluorenyl group, aspiro-fluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group,a phenanthrenyl group, an anthracenyl group, a pyrenyl group, achrysenyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinylgroup, a pyridazinyl group, a quinolinyl group, an isoquinolinyl group,a quinoxalinyl group, a quinazolinyl group, a carbazolyl group, and atriazinyl group; xb1 is selected from 0, 1, 2, and 3; and xb2 isselected from 1, 2, 3, and
 4. 20. The organic light-emitting device ofclaim 18, wherein the hole transport region comprises at least one of acompound represented by Formula 201A and a compound represented byFormula 202A:

wherein, in Formulae 201A and 202A, L₂₀₁ to L₂₀₃ are each independentlyselected from a phenylene group, a naphthylene group, a fluorenylenegroup, a spiro-fluorenylene group, a benzofluorenylene group, adibenzofluorenylene group, a phenanthrenylene group, an anthracenylenegroup, a pyrenylene group, a chrysenylene group, a pyridinylene group, apyrazinylene group, a pyrimidinylene group, a pyridazinylene group, aquinolinylene group, an isoquinolinylene group, a quinoxalinylene group,a quinazolinylene group, a carbazolylene group, and/or a triazinylenegroup; and/or a phenylene group, a naphthylene group, a fluorenylenegroup, a spiro-fluorenylene group, a benzofluorenylene group, adibenzofluorenylene group, a phenanthrenylene group, an anthracenylenegroup, a pyrenylene group, a chrysenylene group, a pyridinylene group, apyrazinylene group, a pyrimidinylene group, a pyridazinylene group, aquinolinylene group, an isoquinolinylene group, a quinoxalinylene group,a quinazolinylene group, a carbazolylene group, and/or a triazinylenegroup, each substituted with at least one selected from a deuterium, —F,—Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an aminogroup, an amidino group, a hydrazine group, a hydrazone group, acarboxylic acid group or a salt thereof, a sulfonic acid group or a saltthereof, a phosphoric acid group or a salt thereof, a C₁-C₂₀ alkylgroup, a C₁-C₂₀ alkoxy group, a phenyl group, a naphthyl group, afluorenyl group, a spiro-fluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, apyrenyl group, a chrysenyl group, a pyridinyl group, a pyrazinyl group,a pyrimidinyl group, a pyridazinyl group, a quinolinyl group, anisoquinolinyl group, a quinoxalinyl group, a quinazolinyl group, acarbazolyl group, and a triazinyl group; xa1 to xa3 are eachindependently 0 or 1; R₂₀₂-R₂₀₄, R₂₁₁, and R₂₁₂ are each independentlyselected from a phenyl group, a naphthyl group, a fluorenyl group, aspiro-fluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group,a phenanthrenyl group, an anthracenyl group, a pyrenyl group, achrysenyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinylgroup, a pyridazinyl group, a quinolinyl group, an isoquinolinyl group,a quinoxalinyl group, a quinazolinyl group, a carbazolyl group, and/or atriazinyl group, and/or a phenyl group, a naphthyl group, a fluorenylgroup, a spiro-fluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, apyrenyl group, a chrysenyl group, a pyridinyl group, a pyrazinyl group,a pyrimidinyl group, a pyridazinyl group, a quinolinyl group, anisoquinolinyl group, a quinoxalinyl group, a quinazolinyl group, acarbazolyl group, and/or a triazinyl group, each substituted with atleast one selected from a deuterium, —F, —Cl, —Br, —I, a hydroxyl group,a cyano group, a nitro group, an amino group, an amidino group, ahydrazine group, a hydrazone group, a carboxylic acid group or a saltthereof, a sulfonic acid group or a salt thereof, a phosphoric acidgroup or a salt thereof, a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, aphenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenylgroup, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenylgroup, an anthracenyl group, a pyrenyl group, a chrysenyl group, apyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinylgroup, a quinolinyl group, an isoquinolinyl group, a quinoxalinyl group,a quinazolinyl group, a carbazolyl group, and a triazinyl group; R₂₁₃and R₂₁₄ are each independently selected from a C₁-C₂₀ alkyl groupand/or a C₁-C₂₀ alkoxy group, a C₁-C₂₀ alkyl group and/or a C₁-C₂₀alkoxy group, each substituted with at least one selected from adeuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amino group, an amidino group, a hydrazine group, a hydrazonegroup, a carboxylic acid group or a salt thereof, a sulfonic acid groupor a salt thereof, a phosphoric acid group or a salt thereof, a phenylgroup, a naphthyl group, a fluorenyl group, a spiro-fluorenyl group, abenzofluorenyl group, a dibenzofluorenyl group, a phenanthrenyl group,an anthracenyl group, a pyrenyl group, a chrysenyl group, a pyridinylgroup, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, aquinolinyl group, an isoquinolinyl group, a quinoxalinyl group, aquinazolinyl group, a carbazolyl group, and a triazinyl group, a phenylgroup, a naphthyl group, a fluorenyl group, a spiro-fluorenyl group, abenzofluorenyl group, a dibenzofluorenyl group, a phenanthrenyl group,an anthracenyl group, a pyrenyl group, a chrysenyl group, a pyridinylgroup, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, aquinolinyl group, an isoquinolinyl group, a quinoxalinyl group, aquinazolinyl group, a carbazolyl group, and/or a triazinyl group, and/ora phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenylgroup, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenylgroup, an anthracenyl group, a pyrenyl group, a chrysenyl group, apyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinylgroup, a quinolinyl group, an isoquinolinyl group, a quinoxalinyl group,a quinazolinyl group, a carbazolyl group, and/or a triazinyl group, eachsubstituted with at least one selected from a deuterium, —F, —Cl, —Br,—I, a hydroxyl group, a cyano group, a nitro group, an amino group, anamidino group, a hydrazine group, a hydrazone group, a carboxylic acidgroup or a salt thereof, a sulfonic acid group or a salt thereof, aphosphoric acid group or a salt thereof, a C₁-C₂₀ alkyl group, a C₁-C₂₀alkoxy group, a phenyl group, a naphthyl group, a fluorenyl group, aspiro-fluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group,a phenanthrenyl group, an anthracenyl group, a pyrenyl group, achrysenyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinylgroup, a pyridazinyl group, a quinolinyl group, an isoquinolinyl group,a quinoxalinyl group, a quinazolinyl group, a carbazolyl group, andtriazinyl group; R₂₁₅ and R₂₁₆ are each independently selected from ahydrogen, a deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyanogroup, a nitro group, an amino group, an amidino group, a hydrazine, ahydrazone, a carboxylic acid group or a salt thereof, a sulfonic acidgroup or a salt thereof, a phoshoric acid group or a salt thereof, aC₁-C₂₀ alkyl group, and/or a C₁-C₂₀ alkoxy group, a C₁-C₂₀ alkyl groupand/or a C₁-C₂₀ alkoxy group, each substituted with at least oneselected from a deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyanogroup, a nitro group, an amino group, an amidino group, a hydrazinegroup, a hydrazone group, a carboxylic acid group or a salt thereof, asulfonic acid group or a salt thereof, a phosphoric acid group or a saltthereof, a phenyl group, a naphthyl group, a fluorenyl group, aspiro-fluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group,a phenanthrenyl group, an anthracenyl group, a pyrenyl group, achrysenyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinylgroup, a pyridazinyl group, a quinolinyl group, an isoquinolinyl group,a quinoxalinyl group, a quinazolinyl group, a carbazolyl group, and atriazinyl group, a phenyl group, a naphthyl group, a fluorenyl group, aspiro-fluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group,a phenanthrenyl group, an anthracenyl group, a pyrenyl group, achrysenyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinylgroup, a pyridazinyl group, a quinolinyl group, an isoquinolinyl group,a quinoxalinyl group, a quinazolinyl group, a carbazolyl group, and/or atriazinyl group, and/or a phenyl group, a naphthyl group, a fluorenylgroup, a spiro-fluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, apyrenyl group, a chrysenyl group, a pyridinyl group, a pyrazinyl group,a pyrimidinyl group, a pyridazinyl group, a quinolinyl group, anisoquinolinyl group, a quinoxalinyl group, a quinazolinyl group, acarbazolyl group, and/or a triazinyl group, each substituted with atleast one selected from a deuterium, —F, —Cl, —Br, —I, a hydroxyl group,a cyano group, a nitro group, an amino group, an amidino group, ahydrazine group, a hydrazone group, a carboxylic acid group or a saltthereof, a sulfonic acid group or a salt thereof, a phosphoric acidgroup or a salt thereof, a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, aphenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenylgroup, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenylgroup, an anthracenyl group, a pyrenyl group, a chrysenyl group, apyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinylgroup, a quinolinyl group, an isoquinolinyl group, a quinoxalinyl group,a quinazolinyl group, a carbazolyl group, and a triazinyl group; and xa5is 1 or 2.